Vacation Rentals By Owner In Naples, ME

Our Home is located on beautiful Lake Sebago Cove in Naples, Maine. It sleeps 10 with 2 overnight guests. Large 85 plus foot long wrap around, gated deck (1,000 sq feet) is great for outdoor cooking and watching the sunset. Sebago Cove is quiet and protected from rough water. Furnishings are contemporary.brwifi Broadband.brBring your own Laptop and connect onto our network.brbrWaterfront with 12' rowboat, 2-17' canoes, 1-18' tandem kayak, 4-12' + Single person kayaks and 2-4 person human powered paddle boats.brbrNot great waterfront for swimming as it is not sandy bottom.brbrIf the lights go out the back up generator will turn onbrbrThe way the Deck and house is set up it is very wheelchair accessible only one full step to deck level.brbrWill allow dog with charge per Dog. provided if it is crated when Dog owners are not there.brbrNo smoking is permitted in the house, smoking allowed on deck outside. Renters have dock accessibility and/or use of a mooring off our water front.brbrbrAmenities: Dock for renters (Also used by owner), Association Beach and Boat Launch;brAir conditioning for great room & kitchen;brBring your own laptop and connect to our Wireless brnetwork.br5 televisions with cable/Stream TV access;brLiving room: 2-large couches/love seat; brKitchen: microwave, dishwasher, gas stove, refrigerator, with ice maker and water dispenser and artesian well water;br1st Bedroom has a queen-sized bed, TV with live TV streaming capabilities ; (sleeps 2)br2nd Bedroom has a queen-sized bed; TV with live TV streaming capabilities; (sleeps 2)br3rd Bedroom has 1 /queen size bed with single XL bunk above TV with live TV streaming capabilities; (sleeps 3)br4th Bedroom with 2-sets extra long bunk beds with TV live TV streaming capabilities (sleeps 4)brPillows/blankets/bed linens are provided but Not Towels.br3 Bathrooms 1st with whirlpool tub 2nd and 3rd with showerbrWasher/dryer is located in the 3rd bathroom. Gas Grill on Porch.brDownstairs family room with Gaming TV, DVR, Darts, Futon (sleeps 2) and air hockey.brFire pit in the yard with 2 charcoal grills and picnic tablebrbrActivities: Naples Causeway is approximately 1 mile from cottage there you can take a float plane trip, play miniature Golf, take a ride on a large paddle boat, rent a boat or ski jet or just tour the shops... Golf course is approximately 1 mile from cottage. The Winter season at Lake Sebago in Naples offers day and night skiing within 25 minutes from our cottage. Snowmobile from the cottage to almost anywhere in Maine, Great trail system. Sebago Lake is known as home of the Land Locked Salmon and currently is one of the best Lake Trout Lakes in New England.brbrArea: Travel 45 minutes South to portland, L.L.Bean and Seacoast. Travel 45 Minutes North to Fryberg, North Conway + White Mountains. Travel 45 Minutes East to Lewiston/Auburn. Travel 45 minutes West To Ossipee New Hampshire

Sebago Waterfront Naples Maine--Dog Friendly-Sleeps 10

Naples, Maine, United States

Bed

Bath

Sleeps

$320.44

Cozy countryside cottage located on 100 feet of waterfront on the Crooked River. Enjoy access to Sebago Lake, Brandy Pond, and Long Lake through their Songo Locks.brbrThis charming retreat features a large attached deck, an outdoor fire pit, and a riverside patio with a multi-level deck leading to a floating dock—perfect for swimming, kayaking, or simply relaxing on the water.brbrInside, the open-concept living room and kitchen area includes a 65” smart TV, a convertible full-size sleeper sofa, a countertop dishwasher, new gas stove, an air fryer, and a new full-size refrigerator. The first-floor master bedroom boasts a brand-new queen-size bed, while the second-floor finished loft offers three twin beds. Upon request, the loft can be arranged to include a king bed and a twin.brbrFor year-round comfort, the home is equipped with whole-house air conditioning and heat, along with a propane fireplace for additional warmth or ambiance.brbrLocated in the heart of Maine's Lakes Region, this getaway offers easy access to an abundance of local attractions, including exceptional dining, scenic tours, fishing, boating, canoeing, kayaking, swimming, jet skiing, golfing, hiking, and biking. There's even a nearby drive-in theater!brbrEverything you need for the perfect vacation is right here. Canoes and kayaks are available upon request. Free wireless internet is included for streaming movies, playing games, or browsing online. Experience the tranquility of the countryside while enjoying all the comforts of modern living.

Cozy countryside cottage located on Crooked river in Naples Maine.

Naples, Maine, United States

Bed

Bath

Sleeps

$344.12

Fox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting 600 feet of lake frontage on the eastern shore of Brandy Pond.brbrEach cottage features breathtaking views of the water and mountains. Guests can enjoy 355 feet of sandy beach, a swimming raft, and complimentary use of canoes, 12-foot rowboat, and kayaks. All non-motorized, human-powered watercraft are free for registered guests.brbrThe beach, conveniently located just steps from each cottage, is an ideal spot for relaxation, equipped with comfortable lounge chairs, umbrellas, and picnic tables. Each cottage area has gas grills and outdoor picnic spaces, and multiple fireplaces are provided for cozy evening beach gatherings.brbrBrandy Pond connects to Long Lake and Sebago Lakes, offering extensive boating opportunities. The passage to Sebago Lake is via the historic Songo Locks and Songo River. The cottages are situated a mile from Rt. 302, close to Naples Causeway.brbrFamily owned and operated, Fox Hollow Cottages takes pride in being 'Maine's Best Kept Vacation Secret'.brbrTo ensure the comfort of all guests, especially those with allergies and health concerns, a strict 'No Pets Allowed' policy is enforced in all cottages.brbrImmerse yourself in luxury at this captivating lakeside cottage! Breathtaking water views through a stunning picture window, creating a peaceful retreat. The galley kitchen flows into a cozy living space, enhanced by a gas fireplace—perfect for cozy nights. Relax in two bedrooms: one with a plush King-size bed, the other with 2 twin beds, alongside a 3-piece bathroom; this unit has a shower only, no bathtub. Step outside to a picnic and grilling area for family cookouts, step to the beach for fun, spectacular sunsets, and campfires. brbrHammocks in 'The Pines'. Our beautiful shady area offers stunning water and mountain views, perfect for afternoon beverages, reading, naps and family gatherings.

Lakeside 2-bedroom cottage sleeps 4. In Naples. Gorgeous views. Steps to beach

Naples, Maine, United States

2

Bed

1

Bath

4

Sleeps

$420.42

brFox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting six hundred feet of lake frontage on the eastern shore of Brandy Pond.brbrEach cottage features breathtaking views of the water and mountains. Guests can enjoy 355 feet of sandy beach, a swimming raft, and complimentary use of canoes, 12-foot rowboat, and kayaks. All non-motorized, human-powered watercraft are free for registered guests.brbrThe beach, conveniently located just steps from each cottage, is an ideal spot for relaxation, equipped with comfortable lounge chairs, umbrellas, and picnic tables. Each cottage area has gas grills and outdoor picnic spaces, and multiple fireplaces are provided for cozy evening beach gatherings.brbrBrandy Pond connects to Long Lake and Sebago Lakes, offering extensive boating opportunities. The passage to Sebago Lake is via the historic Songo Locks and Songo River. The cottages are situated a mile from Rt. 302, close to Naples Causeway.brbrFamily owned and operated, Fox Hollow Cottages takes pride in being 'Maine's Best Kept Vacation Secret'.brbrTo ensure the comfort of all guests, especially those with allergies and health concerns, a strict 'No Pets Allowed' policy is enforced in all cottages.brbrThis 'cottage' referred to as the Main House - Front offers 2 private bedrooms: a King bed and 2 twin beds for cozy stays. Relax in the enclosed sunroom with panoramic views and bunk beds (for 2 children or small adults up to 145 lbs.) or unwind by the fireplace. brbrThe modern 4-piece bath, open-concept living with updated furniture, fully equipped kitchen, granite bar, and new 2025 AC mini split ensure comfort. brbrEnjoy stunning water and mountain views just steps from Brandy Pond & the beach. Kayaks, canoe, beach, private campfires for each family. Grilling and picnic fun. Hammocks in 'The Pines', our beautiful shady area offers stunning water and mountain views, perfect for afternoon beverages, reading, naps and family gatherings.

Lakeside 2-bedroom home sleeps 6 in Naples. w/ AC. WiFi. Steps to the beach.

Naples, Maine, United States

Bed

Bath

Sleeps

$886.18

Whether you're planning a family vacation or a peaceful retreat with friends, this spacious home in Naples offers the perfect base for making lasting memories. Wake to the sound of loons calling over the lake, sip morning coffee on the screened-in deck, and spend your days swimming, paddling, or fishing from your own private dock. As the sun sets, gather around the firepit under the stars for stories and s’mores in the heart of the Maine wilderness.brbrExperience Naples With Us & Learn More Below!brbrbrKEY FEATURES:brbr5 Minutes to Naples Causewaybr9 Minutes to Sebago Lake State Parkbr13 Minutes to Point Sebago Golf Clubbr25 Minutes to Pleasant Mountain Ski Resortbr55 Minutes to Portlandbrbr☆ Sleeps 12 – 1 King, 2 Queen, 1 Full, 5 Twins across 4 thoughtfully designed bedroomsbr☆ 530’ of private waterfront on crystal-clear Trickey Pond with large dock—ideal for fishing, swimming, and sunbathingbr☆ 1.7 acres with a fully fenced backyard down to the waterbr☆ Fully stocked kitchen with all essentials for home-cooked mealsbr☆ Lake-facing deck with gas grill, outdoor dining table, and unbeatable water viewsbr☆ 350MB WiFi and 2 Smart TVs – perfect for movie nights or working remotelybr☆ Family-ready with pack ’n play, high chair & kids’ toysbr☆ Washer/dryer – great for longer stays or post-lake laundrybr☆ Minutes from the best of Naples: dining, shopping, boating & morebr☆ Ping pong table, cornhole, and fire pit for outdoor funbr☆ Central air to keep cool on warm summer daysbrbrbr☆☆ BEDROOMS ☆☆brbrEveryone will rest comfortably in this spacious, lake-inspired home with four private bedrooms and extra sleeping space in the lower level.brbrPrimary Bedroom (2nd floor): King bed with lake views, dresser, and closetbrbrBedroom 2 (2nd floor): Twin-over-full bunk bed with dresserbrbrBedroom 3 (1st floor): Queen bed with two closetsbrbrBedroom 4 (1st floor): Queen bed with dresser and closetbrbrBasement: Two twin bunk beds in an open living areabrbrbr☆☆ BATHROOMS ☆☆brbrThree full bathrooms ensure your group has plenty of space to refresh and reset.brbrBathroom 1: Shower/tub combo and double sinks, centrally located on the first floor near bedrooms 3 and 4brbrBathroom 2: Walk-in shower just outside the upstairs bedroomsbrbrBathroom 3: Walk-in shower in the basementbrbrAll bathrooms are stocked with ample towels, shampoo, conditioner, and body wash for a hassle-free stay.brbrbr☆☆ KITCHEN, DINING & LIVING ROOMS ☆☆brbrThe open-concept main floor brings everyone together—whether you're cooking, playing games, or watching the sunset.brbrThe bright and airy kitchen is fully equipped with modern appliances, cookware, and a coffee bar for your morning latte or afternoon tea. The dining table seats 8 comfortably, and the kitchen island provides seating for 4 more.brbrThe spacious living room invites you to kick back after a day on the lake, with a plush sectional, 65 Smart TV, and big lake-facing windows to enjoy the view.brbrbr☆☆ OUTDOOR SPACE ☆☆brbrEnjoy Maine’s clean, fresh air from the sunny lake-facing deck, complete with a gas grill and dining table for 8. Sip coffee or mix up cocktails on the screened-in portion of the deck with another casual seating area and a ping pong table. Venture down closer to the lake to the fire pit with seating for 6+ or head down the wooden boardwalk down to the large, private dock. Trickey Pond has received Maine’s highest water clarity designation, making it one of the cleanest and clearest lakes in the Northeast.brbrbr☆☆ ENHANCE YOUR STAY ☆☆brbrLooking to add something special to your Maine adventure We’ve partnered with trusted local businesses to offer:brbr☆ Kayak & SUP Rentalsbr☆ Private Chef – Treat your group to a gourmet night inbr☆ In-Home Massage – Relaxation delivered right to your doorbrbrBook your stay today and make our serene, family-friendly Naples retreat your home base for exploring everything Maine has to offer—from the tranquil waters of Trickey Pond to Portland’s award-winning restaurants and Sebago’s outdoor adventures.brbrbrGUEST ACCESS brbrPlease note there is a maximum of 10 adults allowed in this home, and adults are not allowed to sleep on the top bunks of the bunk beds.brbrGuests will have access to all described rooms and amenities. The indoor fireplace and woodstove are non-operational. The entire home is heated and cooled by central air controlled by one thermostat. The driveway offers parking for up to 5 vehicles total. Entry is simple and secure with a smart lock—your personalized code will be provided before check-in.brbrPlease note the home is located on a well-traveled road so road noise is not uncommon to experience during your stay. Also, the property owners use the detached garage for personal storage so they may occasionally stop by to grab belongings. This is not common but we want to mention it upfront. Treehouse shown in the photos is not for guest use and access is blocked off.brbrbrOTHER DETAILS TO NOTEbrbr- We have an additional TopHost Vacation Rentals Guest Agreement separate from the booking platform. By booking this home, you agree to this process. The Guest Agreement is a legal document from our law firm that details the rules and policies for staying here.brbr- After you book, you’ll receive a message with a link to the Rental Agreement. Please read it carefully and sign it to complete your booking. Signing this agreement is required for your stay in our home.brbr- Unexpected things can happen, so WE STRONGLY RECOMMEND getting travel insurance in case you need to cancel your booking.brbr- Our properties are always cleaned and turned over by highly-rated, professional housekeeping companies.

Lakefront, Large Dock, Deck & Fire Pit, Close to Golf & Skiing, Sleeps 12

Naples, Maine, United States

Bed

Bath

Sleeps

$242.13

Fox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting 600 feet of lake frontage on the eastern shore of Brandy Pond. Each cottage features breathtaking views of the water and mountains. Guests can enjoy 355 feet of sandy beach, a swimming raft, and complimentary use of canoes, 12-foot rowboat, and kayaks. All non-motorized, human-powered watercraft are free for registered guests. The beach, conveniently located just steps from each cottage, is an ideal spot for relaxation, equipped with comfortable lounge chairs, umbrellas, and picnic tables. Each cottage area has gas grills and outdoor picnic spaces, and multiple fireplaces are provided for cozy evening beach gatherings. Brandy Pond connects to Long Lake and Sebago Lakes, offering extensive boating opportunities. The passage to Sebago Lake is via the historic Songo Locks and Songo River. The cottages are situated a mile from Rt. 302, close to Naples Causeway. Family owned and operated, Fox Hollow Cottages takes pride in being 'Maine's Best Kept Vacation Secret'. To ensure the comfort of all guests, especially those with allergies and health concerns, a strict 'No Pets Allowed' policy is enforced in all cottages. Discover the charm of the Ontario Cottage, a cozy retreat accommodating up to four guests. Nestled by the water, this inviting cottage offers stunning lake and mountain views, perfect for a serene getaway. Private Bedroom: Featuring a comfortable double bed for restful nights. Enclosed Porch: Relax in a scenic seating area with breathtaking water and mountain views. Includes bunk beds suitable for two children or small adults (up to 145 lbs.). Open-Concept Living: Spacious living room and kitchen-dining area, ideal for gatherings. Fully Equipped Kitchen: Complete with all the essentials for effortless meal preparation. Gas Fireplace: Adds warmth and cozy ambiance to your stay. Modern Bathroom: Newly refinished four-piece bathroom for contemporary convenience.

Lakeside 1 bedroom cottage sleeps up to 4. Perfect serenity in Naples. Wifi

Naples, Maine, United States

1

Bed

1

Bath

4

Sleeps

$335.4

Fox Hollow Cottages offers a tranquil, well-maintained retreat in the Naples woods, boasting 600 feet of lake frontage on the eastern shore of Brandy Pond. Each cottage features breathtaking views of the water and mountains. Guests can enjoy 355 feet of sandy beach, a swimming raft, and complimentary use of canoes, 12-foot rowboat, and kayaks. All non-motorized, human-powered watercraft are free for registered guests. The beach, conveniently located just steps from each cottage, is an ideal spot for relaxation, equipped with comfortable lounge chairs, umbrellas, and picnic tables. Each cottage area has gas grills and outdoor picnic spaces, and multiple fireplaces are provided for cozy evening beach gatherings. Brandy Pond connects to Long Lake and Sebago Lakes, offering extensive boating opportunities. The passage to Sebago Lake is via the historic Songo Locks and Songo River. The cottages are situated a mile from Rt. 302, close to Naples Causeway. Family owned and operated, Fox Hollow Cottages takes pride in being 'Maine's Best Kept Vacation Secret'. To ensure the comfort of all guests, especially those with allergies and health concerns, a strict 'No Pets Allowed' policy is enforced in all cottages. Escape to this charming beachfront cottage, ideal for a perfect retreat! Enjoy an open-concept space with a fully equipped galley kitchen, open concept living area with dining table, living room with a gas fireplace. brParry Sound Cottage features two bedrooms—one with a plush King-size bed, one with a full-size bed—plus an enclosed porch with a seating area and twin bed. Relax in a remodeled bathroom with a tub. Step outside to a large picnic and grilling area for cookouts, and just steps to the beach, stunning sunsets, and evening campfires. 2 Private Bedrooms: 1 King-sized bed for ultimate comfort, 1 Double bed for cozy stays. Enclosed Sunroom: Relax in a scenic sitting area with stunning lake and mountain views. Includes a twin bed for additional sleeping space. Open-Concept Living: Spacious living room and kitchen-dining area, perfect for gatherings. Gas Fireplace: Warm up on cool evenings with a cozy ambiance. A/C: Units in Master Bedroom & Living room Modern Bathroom: Newly refinished 4-piece bathroom for your convenience. Prime Location: The closest cottage to the beach, just a short stroll away. Enjoy stunning water and mountain views just steps from Brandy Pond & the beach. Kayaks, canoe, beach, private campfires for each family. Grilling and picnic fun. Hammocks in 'The Pines'. Our beautiful shady area offers stunning water and mountain views, perfect for afternoon beverages, reading, naps and gatherings.

Lakeside 2-bedroom w/ AC sleeps 5. Quiet Beach in lovely Naples.

Naples, Maine, United States

Bed

Bath

Sleeps

$403.35

Experience summer at Songo River Bend House! This serene retreat offers a dock just a short walk across the private road—bring your boat and tie up for access to Brandy Pond, Long Lake, and through the Songo locks to Sebago Lake. Spend your days swimming, boating, or fishing, then relax in the spacious home. Naples is just a short drive for even more summer fun—making this the perfect summer getaway!brbrSongo River Bend House is ideal for large families or groups of friends traveling with children. The home features four bedrooms and comfortably accommodates 12 guests with 2.5 bathrooms. The open-concept layout includes a fully equipped kitchen, cozy living room, breakfast table, and additional seating at the large island. The dining room offers ample space for meals together.brbrThe main-level master bedroom boasts a king-sized bed and en-suite bathroom with a jetted tub and shower. Upstairs, two spacious bedrooms with queen beds share a full bathroom. The finished basement features a bedroom with two doubles and two twins, plus a large family room perfect for movie or game nights. Air conditioning is included in all bedrooms and the main living room, ensuring comfort throughout the home—please note that the lower-level bedroom and lower living room do not have AC.brbrOutside, enjoy a vast yard, wraparound deck, and fire pit for evening gatherings. Bring your boat and tie up to newly installed dock—or rent one—to access Brandy Pond, Long Lake, and Sebago Lake. brbrA short drive takes you to all that Naples offers in the summer, from shopping and dining to lakeside fun. Enjoy jet ski and boat rentals, Songo River Queen cruises, and live music almost nightly throughout the season. With plenty of room for play and relaxation, this property is perfect for a memorable seasonal stay.brbrbrPopular Summer & Fall Events in Naples, Maine:brbr4th of July Parade & Fireworks – July 4, 2025 brFireworks over Long Lake with music and food vendors on the Causeway.brbrFather’s Day Weekend Music & Market – June 15, 2025, 11:30 a.m.–4:30 p.m.brLive music, food trucks, and fun at the Town Beach & Village Green.brbrMemorial Day Weekend Cruise on the Songo River Queen II – May 26, 2025brTribute cruise honoring veterans and active-duty service members.brbrSongo River Queen II Themed & Music Cruises – Various summer dates (e.g., July 4–5, 2025)brLive music and themed cruises on Long Lake, Brandy Pond, and Songo River.brbrRocktoberfest / Fall Festival – October 11, 2025 (date may vary)brMusic, crafts, food, and fall celebration in the Naples area.brbrClassic Boat & Car Show – Summer 2025 (exact date TBD)brAnnual showcase of vintage cars and classic boats on the Naples Causeway.brbrAmphicar “Splash-In” Demonstrations – Summer 2025 (exact date TBD)brVintage Amphicar demonstrations at the Naples Causeway Marina.brbrGuest will have access to the whole house except owner`s closet.brbrI will always be available by messaging or my cell phone.brbrThe house is situated on a very quiet dirt road, ensuring a peaceful stay. The dock is easily accessible, located just across the street and down a short pathway from the house. You’ll find stairs leading down to the river and the dock, making it convenient to enjoy the water.brWe strive to create a welcoming and relaxing environment where guests can feel at home and create lasting memories. Please be respectful of neighbors and the property during your stay.brbrThis is a private home. Guests are expected to treat it with care and respect. Any damage, missing items, or excessive cleaning beyond normal turnover will be documented and submitted through Airbnb’s Resolution Center in accordance with Airbnb policies and AirCover for Hosts.brbrGuests must be 23 years old to bookbrNo parties or eventsbrNo smoking/vapingbrPlease be courteous to your neighbors

Large Cozy Home •Songo River•Brandy Pond•Long Lake•Sebago

Naples, Maine, United States

Bed

Bath

Sleeps

$568.97

Summary:brbrThis charming house is nestled among tall trees in a peaceful, secluded Maine setting. On a spacious lot, it offers outdoor space to relax or entertain. A serene tea house in the trees is perfect for unwinding, while a bocce court invites friendly games, surrounded by lush greenery. The cozy house blends harmoniously with nature, with large windows filling the home with natural light and scenic views of the trees and outdoor spaces.brbrbrbrThe Space:brbrNeighborhood and Attractions: brbr brbrThe location is ideal, just a short walk from a public beach on Long Lake, perfect for swimming or simply relaxing by the water. The property is also conveniently located near Sebago Lake State Park and local mountains, offering easy access to hiking, fishing, and boating in the summer and downhill skiing, x-country skiing, ice fishing and snowmobiling in the winter. A variety of nearby restaurants add to the charm, providing great options for dining out. Whether enjoying the outdoor amenities, exploring nearby nature, or strolling to the beach, this home offers the perfect balance of tranquility, recreation, and local convenience. brbr brbr⭐️ Naples Town Beach & Boat Launch (0.2 miles) brbr⭐️ Naples Causeway (0.5 miles) brbr⭐️ Steamboat Landing Mini Golf (0.9 miles) brbr⭐️ Point Sebago Golf Course (5.5 miles) brbr⭐️ Sebago Lake State Park (6.0 miles) brbr⭐️ Pleasant Mountain (14.8 miles) brbr⭐️ Portland (30.0 miles)brbrbrbrOther Things to Note:brbr• Maximum number of pets is 2. Pet fee will be applied. brbr• Only park in the designated areas. brbr• No extra guests are allowed unless permitted by the owner. brbr• No parties, events and smoking inside allowed. brbr• The guest must comply with the rules under the guest rental agreement.brbr• The guest booking the property must be at least 21 years of age when they book and stay with us. This policy is in place to ensure the safety and comfort of all guests, as well as to comply with local laws and regulations.brbr• The booking price includes a property damage protection fee to cover up to $3,000 of coverage for accidental contents damage and accidental property damage. (Please be advised that a 30-night stay requires $150 in property damage protection insurance, with an additional $5 every additional night). Property damage protection is included for any damages, subject to exclusions and limitations, that occur to the premises during your rental period. Any damage or accident that is not covered under the policy will be the responsibility of the guest. Damage amounts in excess of damage insurance will be charged to the guest.brbr• All primary guests must complete the online pre-arrival form/contract via the PMI Vacationland Guest Portal prior to their check-in date. This will help to ensure that all guests have easy access to the property and arrival information needed for a hassle-free check-in process.brbr• PMI Vacationland utilizes a third-party to screen guest identity and check criminal databases to confirm the reservation. Complete terms regarding the guest screening can be provided by the property manager. You may receive an email to complete your screening. Please check your spam inbox for this email and contact the property manager if you have any questions.

Cozy Naples Escape - Nestled in Lakes & Mountains

Naples, Maine, United States

Bed

Bath

Sleeps

$234.35

The Wigwam is a charming camp that will take you back in time. With 2 bedrooms, it is perfect for families or friends. The front bedroom has a queen bed with a view of the lake. The back bedroom has two twin beds with a view of the woods. The living room has a fireplace, cable TV, DVD player and a beautiful lake view.brThe front porch is perfect for sitting anytime of day, and a propane grill is included.brDock/moor your boat right here, or use our canoe.br

Charming cottage on the water, beautiful lawn, dog friendly, ideal for summer!

Naples, Maine, United States

Bed

Bath

Sleeps

$350.36

Listen to the cries of the loons and enjoy beautiful sunset views over the Presidential Range in NH from your 100' of privately owned waterfront 3BR, 2BA, cabin, facing south and west. It is located in Woodland Shores, an association with, a short walk away, a clay tennis court, picnic area, sunbathing docks, and shallow water entry. The cottage, one of the few existing remaining, from the famous Chute Homestead, consists of 2 screen porches, extensive decks, a waterfront sitting area with deep water entry, a fieldstone fireplace, original pickwick pine interior, wood floors, internet, large-screen tv, washer/dryer, dishwasher, ceiling fans, Weber and propane grill, fire pit, kayak, canoe and a mooring for 18' boat available along with swim float. 1K, 1Q, 2 twins, futon, twin on porch. Pet (dog OK) with additional deposit. Close to attractions: miniature golf, drive-in movies and movie theater, live performances, restaurants, golf, sailing, shopping, breweries, and fine dining. Portland and tax-free shopping in North Conway 45 minute away, Naples 5 minutes, Bridgton and Harrison, 20. Multi-week discounts available.

Naples, ME- Spectacular views of Mt. Washington from dock, decks, cabin/cottage

Naples, Maine, United States

Bed

Bath

Sleeps

$840.86

Welcome to our beautiful home in scenic Naples, Maine. It offers a large, newly renovated kitchen, dining room, family room, 4 bedrooms, and a large daylight (finished) basement which includes a luxurious, king size bed. We are situated on the eastern shore of Brandy Pond offering you a never-ending, visual overload of the lake and its surroundings from our shore. We have a large backyard where you can sit and enjoy the beautiful view, and two docks for you to tie up your boat. Or, you can just sit back and relax, and bask in the beautiful sunshine all afternoon, watching the watercraft slowly pass by, with the Naples Marina in the distance. It is quite a stunning view and one to remember. At sundown, you'll catch the incredible sunsets, while grilling up some good dinner. The possibilities are endless. So take a lot of pictures like we do. We want you to have the time of your life!! Please read our reviews! They are all excellent, except one bad one submitted by someone who left our home in terrible condition and lost their cleaning fee. (It was bound to happen, someday!) But, other than her, our guests loved our home. In fact, we have renters who book with us every year!!brbr***Note: Please note that in addition to the Traveler Service Fee that VRBO charges the Primary Renter, VRBO also charges the property owner a 3% Credit Card Processing Fee when processing the Primary Renter's credit card payment. As a result, the Primary Renter must agree to reimburse this fee to the property owner by sending a separate check when signing and returning our Short Term Rental Agreement.brThe cleaning fee is set at $350.00, but is 100% reimbursable, if you choose to clean our home yourself, and return it to the condition it was when you began your stay. When you arrive, you will move into an absolutely sparkling clean home. We simply ask that you clean it, thoroughly. The cleaning fee may also be used to cover minor damages or missing items. All of this is detailed in our Sample Short Term Rental Agreement With House Rules, which you will see in this listing. brIf you wish to have the house cleaned by a cleaning service, you must notify us at the time of your booking, so that we can reserve the date with the cleaning service. The cost would be $350.00. Please see more information in Amenities section (below). Click on the link: See all 67 amenities. When the Amenities box opens up, scroll down to the bottom to the Notes section. There, you will find more information about having a cleaning service do the cleaning for you.

Paradise On Brandy Pond - Sleeps 8 - 10. Booking for 2026 now!!

Naples, Maine, United States

5

Bed

3

Bath

10

Sleeps

$435.38

Steps from the shores of Long Lake with a mooring for your boat and a private, sandy association beach (five cabins). Wonderful views of Long Lake.brbrThis cabin has been redone-down to the studs- to give the cabin an elevated lake-side, relaxed feeling. We've had the opportunity to design every detail of the cabin with the Long Lake water view in the forefront of the design. brbrThe sandy beach and shallow-entry lakefront are just steps from the cabin. Spend your days on the property swimming, digging in the sand, around the firepit, or playing cards at the picnic table. If you're looking to explore, walk to downtown Naples on the sidewalk for ice cream, live music, shopping, dinner out, and drinks. brbrA mooring is available for your use straight off of the beach area.brbrLarge family or group of friends Check out our cabin next door The Cabin at Sunshine.

Cabin

Cabin at The Dock Of The Bay -Lakefront w/Mooring

Naples, Maine, United States

Bed

Bath

Sleeps

$717.72

Welcome to the former base camp Pinecrest where unforgettable memories are created! This gorgeous brand new construction waterfront retreat has everything to offer for a peaceful getaway, work remotely, relax or enjoy a gathering with friends and family. Only minutes from Naples, restaurants, grocery store and Sebago Lake State Park. Ski at Shawnee Peak(25min) or Sunday River (60 min.), Bridgton(15min) and North Conway(55min). Also, only steps away, snowshoeing, mountain biking and ice fishing.brbrUpon entering the home, you will be greeted with an elegant and spacious mudroom with woodwork throughout the home, a stunning kitchen with plenty of appliances to cook a meal for a gathering. The home has plenty of natural light streaming in through the many windows and sliders that lead out to the deck. During colder months, enjoy radiant heating in the floors while cozying up to our gas fireplace. Our living room is equipped with an oversized smart HDTV with a mini fridge and bar area for entertaining. brThe fully equipped kitchen offers a gas range, coffee makers (regular and Keurig), ice maker machine and all the appliances needed to cook and enjoy a meal. We provide clean linens, cozy beds for all guests and also have a pullout couch in the office space for additional sleeping arrangement with doors for privacy. brbrThe property is directly on Brandy Pond with your own sandy beach. We do share part of the beach with our neighbors, but there is a private section all to yourself. Outdoor Firepit by the water. Plenty of paths for biking, running, and outdoor enjoyments. A truly great escape and enjoyment on Long Lake. brbrCozy beds, bedding and linens. Very high end finishes and fixtures in the stand up tiled showers. Outdoor shower for summer time. brbrGood Neighbor Policy- MAX ADULTS - 12 EXTREMELY IMPORTANT -MAX CARS 6- NO EVENTS, EXTRA GUESTS, LOUD NOISE, OVER PARKING- NO FIREWORKS. Regulating short term rentals is a concern for the town and It's important to respect the rules of the community as well as the requests of the neighbors. Property exterior is monitored with surveillance cameras & certain stays may require an additional security deposit. brbrPETS REQUIRE APPROVAL - Pet Policy needs to be agreed upon and there will be a pet fee added to the reservation once confirmed. brbrDue to limited cleaners in our area, we do require guests to perform check out procedures such as stripping beds, running the dishwasher and bringing trash out the bins outside ( in the secured wooded fence) brbrCHECK OUT is 11am/ CHECK IN is 4pmbrbrCertain weekends/holidays may require 3 night min stays. Rates may need to be adjusted for seasonality/holidays/# of guests, etc.

Chalet

Pinecrest Waterfront Private Beach New Cabin

Naples, Maine, United States

Bed

Bath

Sleeps

$727.51

Gorgeous lakefront home with beautiful private sandy beach area, dock, views of the White Mountains and epic sunsets! Enjoy the lakeside deck and sprawling private yard on Long Lake in Naples just a short distance from the Causeway & downtown. Many activities less than a mile away including jet ski rentals, boat rentals, water ski lessons, arcade, water bikes and many restaurants. The lakeside dining allows you to take your boat to several different restaurants on the water. The open concept living space has soaring cathedral ceilings that open up to expansive decks to let in the sunshine and views. Light filled kitchen offers a natural wood island, dining area, and living room. Plenty of room for everyone with two floors of bedrooms, bathrooms and recreation space including primary bedroom suite with full bath. Large first floor living room and bar area with access to outdoor patio and beachside yard. Absolutely stunning views in every direction from the beach and picnic areas - including sunsets over the White Mountains in the distance. Enjoy mornings at the picnic area, or an afternoon in the shade, fish or swim from the docks, swim in the large sandy bottom area, sit on the beach or take the boat out for the day through the Songo Locks to Big Sebago. This home will allow you to have a great vacation!

Spectacular Sunsets and Sandy Beach on Long Lake!

Naples, Maine, United States

Bed

Bath

Sleeps

$624.35

Escape to Sunset Point, a pet-friendly oasis situated on beautiful Brandy Pond in the Sebago Lake Region of Maine! With water on three sides and a lawn that slopes down to the waterfront, this home is truly a slice of paradise. This property features 4 bedrooms, 3 bathrooms, and plenty of space to gather as a family. Take in breathtaking views from every angle of the house and relax on the 50' dock, complete with a sitting area. The kiddos and pups will love the sprawling yard perfect for some fun in the sun. End the day with some s'mores around the fire pit, then cozy up for some board game action in the large family room. A canoe, two kayaks, and an inflatable paddle board are all provided for you to explore the crystal-clear waters!brbr2026 Rates: $714/night PEAK season; $443/night LOW season; $314/night OFF seasonbrbr- $200 cleaning feebr- $100 Trash Depositbr- 2 dogs max with $100 pet fee per petbr- Property can sleep 9 guests all week plus 2 extra guests for 1-2 nightsbr- Heat pump in living room/kitchen area & window A/C unit in master bedroombrbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.

Sunset point waterfront home on with lots of outdoor space! Pet-friendly!

Naples, Maine, United States

Bed

Bath

Sleeps

$1105.78

Indulge in the serenity of this meticulously maintained 3-bedroom, 3-bathroom waterfront home on Brandy Pond, featuring high-end finishes throughout. The spacious living room, complete with a charming gas fireplace and central air conditioning, offers expansive windows framing stunning pond views.brbrStep outside to enjoy a dock with a bench, beautifully landscaped gardens, wooden Adirondack chairs, a stone fire pit, and a large dining table perfect for outdoor gatherings. The property also boasts a 100'+/- sandy beach — an unbeatable spot for swimming, sunsets, or simply relaxing by the water.brbrWith over 40 miles of boatable waterways on Brandy Pond, connected to Long Lake and Sebago Lake via the Songo River, the dock accommodates two 18' boats while the mooring holds a 22' boat. This home offers the perfect combination of luxury, comfort, and outdoor adventure — all in a pristine, well-maintained setting.brbrbr2026 Rates: $965/night PEAK season; $786/night LOW season; $650/night OFF seasonbrbr- Optional linen service available for $100brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.

Chalet

Luxury Waterfront Escape on Brandy Pond with Private Sandy Beach

Naples, Maine, United States

Bed

Bath

Sleeps

$350.88

Welcome to Pinewood Cabin, a cozy Maine-style log cabin with stunning lake views and classic Maine charm. Nestled on a private, landscaped lot with surrounding woods, this retreat offers a peaceful lakeside escape for families, friends, and pets alike.brbrRelax on the screened porch, covered patio, or hammock, or head down the gentle slope to the low-banked waterfront. A few steps lead to a gradual sandy entry, perfect for swimming, wading, or just enjoying the water. The cabin comes equipped with a rowboat, canoe, and swim raft, and the dock and mooring can accommodate a boat up to 20'.brbrWith over 40 miles of interconnected waterways via Brandy Pond, Long Lake, and Sebago Lake along the Songo River, there’s endless room for boating, paddling, and exploring. Nearby, you’ll find golf, shopping, and other recreational activities for those who want to venture beyond the lake.brbrWhether you’re unwinding by the water, exploring the Songo River system, or simply enjoying the tranquility of the surrounding woods, Pinewood Cabin is the perfect Maine lakeside getaway.brbrbr2026 Rates: $315/night PEAK season; $243/night LOW seasonbrbr- Dogs and cats allowed, 3 pets max with $100 pet rent per pet.brbr* Sheets, pillowcases, beach towels, and bath towels not provided *brbrFor VRBO bookings, please select no when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.

Pinewood Cabin – Cozy Maine Lakefront with Dock, Canoe & Rowboat

Naples, Maine, United States

Bed

Bath

Sleeps

$526.33