Home Vacation Rentals By Owner In Raymond, ME

Showing 80 Of 99 Vacation Rentals
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Exceptional(12)

$463.25

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Private Vacation Home

Beautiful home with 150ft sandy beach and private boat launch on Big Sebago!!!!!

Raymond, Maine, United States

This charming, completely updated lakehouse is located on a quiet serene property. It comes with access to our 150ft association sandy beach with private boat launch on Sebago lake which is just a short 2 min walk down the street. This quintessential property is the perfect place to relax an escape the hustle and bustle of life. The kitchen has full size appliances, including a dish washer and washer an dryer. Also it is fully stocked with utensils, dishes, glassware, pots and pans. The bathroom has a beautiful shower and is stocked with towels, hand towels and face cloths. The home has 2 bedrooms and sleeps 6. The first bedroom is a queen bed an the second has a full over full bunkbed. We will also provide a pack n play with toddler size mattress for those traveling with little ones. Beach towels, chairs, beach toys, a wagon, fire pit and grill are all on site for your use! Spend a day on the beach or explore all the area has to offer with endless amounts of resturants, hiking trails, shopping and 30 mins to Portland/ocean. There are also boat and kayak rentals right around the corner! Then at the end of your day come home to a covered screened in porch equipped with table an chairs, making it a perfect place for a bug free evening of BBQ, board games and cold drinks. Also have the option to unwind by the fire and feast on some samores! If R&R is what your looking for but with also plenty to do if thats what you choose then this is your place!brbrbrThank you,brMicah and Kristen
Bed 2

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Bath 1

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Sleep 6

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Exceptional(3)

$710.57

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Cottage

Sebago Lake Gem on Private Cove w/ Boat Dock!

Raymond, Maine, United States

A crystal-clear shoreline sets the scene at this light-filled Raymond cottage on Sebago Lake! Whether it's the fresh forest air or the modern design of this 3-bedroom, 3-bathroom vacation rental, guests find themselves relaxing immediately upon arrival. Spend sunny summer days boating around the lake or venturing out on a scenic hike nearby. Come evening, whip up some dinner in the full kitchen with some fresh Maine lobster before heading out on the kayaks in time for sunset.brbr-- THE PROPERTY --brbrSandy Beach | Kayaks Provided | Lakefront Views | WFH-Friendly Office | Ping Pong TablebrbrBetween early morning coffees on the deck and sunset boat rides around the lake, you and your Maine-loving crew are sure to make lasting memories at this peaceful cottage.brbrBedroom 1: King Bed | Bedroom 2: 2 Twin Bunk Beds | Bedroom 3: Queen Bed brbrSTEP OUTSIDE: Deck w/ lake views & picnic table, gas grill, backyard, lawn chairs, stone fire pit, 2 kayaks, boat dock, beach areabrINDOOR FEATURES: Smart TV, open layout, ping pong table, foosball, floor-to-ceiling windows, interior lake views, formal dining table, vaulted ceilings, sun porchbrCHEF'S CORNER: Fully equipped kitchen, granite counters, Keurig coffee maker, electric tea kettle, dishwasher, blender, spices, cooking utensils, dishware/flatwarebrGENERAL: Free WiFi, linens/towels, complimentary toiletries, beach chairs/towels, laundry machines, hair dryer, keyless entry, trash bags, paper towels brFAQ: No A/CbrACCESSIBILITY: Stairs required to access, bedroom & bathroom on main floor, multi-level homebrPARKING: Driveway (3 vehicles)brbr-- THE LOCATION --brbrSEBAGO LAKE (on-site): Paddleboarding, kayaking, boating, wakeboarding, swimming, jet skiing, fishing, sailing, Frye Island Ferry (0.9 miles)brEXPLORE OUTDOORS: Sebago Lake State Park (9.8 miles), Songo River (11.4 miles), Rattlesnake Mountain (13.5 miles), Pismire Mountain (16.0 miles), Libby Hill Forest Trails (18.2 miles), Bald Pate Mountain (20.4 miles), Douglas Mountain (23.5 miles) brTOURS: Naples Seaplane Adventures (12.1 miles), Songo River Queen II (12.8 miles), Maine Foodie Tours (29.5 miles)brMARINAS: Kettle Cove Marina (7.8 miles), Port Harbor Marine of Raymond (8.2 miles), Panther Run Marina (8.6 miles)brTHINGS TO SEE + DO: Seacoast Adventure (11.4 miles), Casco Day Park (12.8 miles), Maine Wildlife Park (17.6 miles), Shaker Village (17.8 miles), Oxford Casino Hotel (24.0 miles), Portland Observatory (29.5 miles)brSKI RESORTS: Shawnee Peak (27.0 miles), Lost Valley (29.8 miles), Sunday River Ski Resort (53.1 miles) brAIRPORT: Portland International Jetport (29.2 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: This multi-level home requires exterior steps to enter. Additional interior stairs are required to access the upper and lower levelsbr- NOTE: The property does not offer A/C
Bed 3

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Bath 3

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Sleep 8

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Exceptional(16)

$1288.53

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Private Vacation Home

Exceptional, classic Lakefront House on Big Sebago Lake

Raymond, Maine, United States

View the sunset overlooking Sebago Lake from your own private dock! brThis stunning 4 bedroom 2.5 bathroom, lakefront home is the perfect spot for a family get-together, a friend's getaway, or a tranquil retreat for 2. brThis home boasts 190 feet of privately owned waterfront and its own private dock. From the large wraparound porch, enjoy views of Frye Island while dining al fresco.brExplore the lake by kayak or relax with a good book on one of two large decks..brThe living room and dining room area feature cathedral-like ceilings with plenty of windows to fill the house with sunshine no matter what season.brIn the summer, walk or drive to the ferry for a beach day and lunch/dinner on Frye Island.brWith Shawnee Peak a 35-minute drive from the house, this is the perfect spot to relax after a day on the slopes.brbrWe welcome gatherings of up to 15 people at the lakehouse, with 10 overnight guests maximum. (No more than 5 to 6 cars in the driveway)brOut of respect for our neighbors, it is important that only small gatherings be allowed at the house and absolutely no loud parties.brbrThe master bedroom and bath are tucked away on their own private floor.brDownstairs, the additional 3 bedrooms adjoin a TV and game room.brThe kitchen is fully equipped with everything you will need during your stay!brbrAt the house, there is a dock as well as a mooring.brThe dock has a boat lift for all boats (except pontoon boats, ) up to 21 feet.brThe mooring near the dock is for all larger boats including pontoon boats..brWe have 2 kayaks available as well.brbr*Please note that the dock is removed in October and is returned in the late spring*brbrThe indoor fireplace features a faux fire insert. Real fires are not permitted inside the house. Enjoy the outdoor firepit year round!brbrbr
Bed 4

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Bath 2

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Sleep 10

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Exceptional(5)

$478.97

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Private Vacation Home

Peaceful Lake Front Home. Wonderful family memories. Pets stay free.

Raymond, Maine, United States

Relax with the whole family. This pet friendly home has a private gradual entry sandy beach with a swimming platform and a boat dock. Perfect for a swim after a fun day. Have coffee and listen to the loons from the deck. Dinner on the large picnic table at the lower deck. Explore the lake with our two kayaks. Awesome Bass fishing ! Perfect space for a large or multiple families. 40 minutes to Portland. Minutes to Town with any amenities you may need. Close to amazing restaurants and kid friendly activities. Saturday to Saturday rentals only July and August. brbrThe spacebrSuper Cozy and comfy. The main level has a queen bedroom with TV. Living room, full bath, well appointed full kitchen and dining area with beautiful views of the lake. The lower level has a queen bedroom with private full bath. A sitting area with TV, foosball ,and kitchenette with a double door walkout to the lake front . The upper level has a large bedroom with 4 Twins and TV for the kiddos and also a quiet home office space. Perfect for a large family and extended or two families looking to make some great memories.brbrGuest accessbrAll private access for you only.brbrOther things to notebr7 day rentals only Saturday-Saturday for July and August. Did you see the jukebox for dance night All our Roku TVs have Netflix for cuddles and movies. Main level air conditioning to keep things comfy. Catch bass right off the dock or take the kayaks out to explore the lake. A fenced kennel area is also available to keep your fuzzy family members safe.
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Bath 2

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Sleep 8

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Exceptional(15)

$953.75

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Private Vacation Home

Paradise Point on Panther Pond

Raymond, Maine, United States

Need a break from your hectic schedule Time to re-energize, unwind and leave all your stresses behind This beautiful lake front home is just the answer. Forget your worries in this spacious and serene space and build lasting memories. Panther Pond is a pristine lake with boat access.brbrOur lakefront home has 170' of water frontage with a dock that has a ladder for easy access to the lake. The elevated wrap around deck has a gas grill and outdoor seating for 6. Enjoy the beautiful brick walkout patio which has additional outdoor seating including 2 picnic tables and Adirondack chairs. While you settle down at night by the outdoor fire-pit you can enjoy cooking over wood. You are never far from having a great view of the lake. This two-bedroom home can be your personal paradise.brbrOn the main floor, you will find the spacious open living room, the kitchen, with island, and the adjacent dining area which seats 6. On the main floor is bedroom #1 with full size bunkbeds (top bunk weight limit is 150 lbs), closet and dresser. The main floor bathroom has a jetted tub. brOff the main entry stairs lead to the lofted master bedroom with an amazing view of the lake. The sunrise views will be stunning. This bedroom includes a queen bed, desk, and two dresser.brbrIn the daylight lower level there is a sitting area with TV, bedroom #2 down with a queen bed, and closet. The second bathroom has a stand-up shower. The utility room hosts the washer and dryer. brbrThere is high speed internet and smart tv’s for streaming your shows. Guests are welcome to use their passwords to stream content and/or bring you Roku/Apple TV's.brbrThere are unlimited options for you to enjoy outdoors at the lake such as fishing, kayaking, rowboat, hiking, swimming, long walks, a good old fashion lobster bake. brbrExplore the Lakes Region, hit the local night spots, or play mini golf. You will find Portland and beaches a 30 minute drive. The White Mountains are nearby where you will find the fall foliage stunning.. Three ski resorts, Shawnee Peak, Lost Valley, and Sunday River are within an hour. brPanther Pond is located in Raymond is part of the Lake Region. brbrThere are security cameras at the entrances - this home is available for 6 overnight guests only.
Bed 3

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Bath 2

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Sleep 6

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$462.93

/ Nightly
Private Vacation Home

Life is short, Eat The Cookie!

Raymond, Maine, United States

Escape to our charming 3-bedroom, 1.5-bath lake house nestled on the serene shores of Raymond Pond. This idyllic retreat offers a perfect blend of comfort, modern amenities, outdoor shower, and natural beauty, making it an ideal destination for families, friends, or couples seeking a peaceful getaway.brbrLocation:brOur lake house is situated on the shores of Raymond Pond, offering activities for every season. In summer, enjoy swimming, fishing, and water sports right from the dock. Fall brings stunning foliage and hiking trails in the nearby White Mountains. Winter invites you to ice skate, ice fish, or embark on a snowshoeing adventure. And spring is perfect for birdwatching and exploring the awakening nature. For those rainy days, we have a basement arcade featuring air hockey, foosball, pop-a-shot, skee ball, ping pong, Ms. PacMan arcade with 14 classic arcade games, cornhole, and an array of vintage board games to keep you entertained. brbrBedrooms:br- Bedroom 1 (Main Floor): Queen bedbr- Bedroom 2 (Main Floor): Queen bedbr- Bedroom 3 (Upstairs Loft): Four Twin bedsbrbrBathrooms:br- Main Floor full-bath with showerbr- Upstairs half-bathbr- Outdoor showerbrbrHighlights:br- Open-concept living area with large windows providing breathtaking views of the lake and surrounding woodsbr- Fully equipped kitchen with modern appliances br- Cozy gas fireplace in the living room for chilly eveningsbr- Spacious screened-in deck overlooking the water, perfect for outdoor dining or simply unwinding with a bookbr- Shared dock granting access to the lakebr- Canoe, 2 kayaks, and 2 stand-up paddleboards for exploring the tranquil watersbr- Game room arcade including air hockey, foosball, pop-a-shot, skee ball, ping pong, corn hole, and a Ms. PacMan arcade with Galaga, DigDug and 14 classic arcade gamesbr- Board games such as Monopoly, Sorry, Yahtzee, Chutes & Ladders, Connect Four, Clue, Candy Land, Scrabble, Life, Boggle, Chess, Trivial Pursuit, Playing Cards, Dice, Cards Against Humanitybr- Fire pit area for s'moresbr- High-speed Wi-Fi, Roku TV's, and plenty of games for entertainmentbr- Washer and dryer for your conveniencebr- Exercise bike with video screen for scenic ridesbr- Folding chairs provided for sitting around the fire pit brbrAmenities:br- Air conditioning and heating for year-round comfortbr- Linens, towels, and beach towels providedbr- Free parkingbrbrNearby Attractions:br- Poland Spring Golf Course (8 miles)br- Seacoast Adventure Mini Golf, Go-Kart, Snow Tubing (9 miles)br- Point Segago Golf Course (13 miles)br- Sebago Lake State Park (14 miles)br- LL Bean and Freeport Outlets (25 miles)br- Pleasant Mountain Ski Resort (26 miles)br- Portland's Old Port District (27 miles)br- Cranmore Mountain Ski Resort (47 miles)br- Sunday River Ski Resort (48 miles)br- Black Mountain Ski Resort (57 miles)br- Boston (130 miles)brbrLocal Restaurants:br- Fishermen's Catch (Raymond) - Great lobster & lobster rollsbr- Deck House Tavern (Windham) - Great fish & chips, fish tacos, big beer list (Connected to Seacoast Adventure)br- Portland Pie Company (Windham) - Great pizzabr- Bob's Seafood (Windham) - Great seafoodbr- The Good Life Market (Raymond) - Great sandwiches, blueberry pies, grocery, wine, beer, and liquorbr- Queen’s Head Pub (Bridgeton) – Great short ribsbr- Freedom Café (Naples) – Dine inside or outside overlooking Long Lakebr- Captain Jack’s (Naples) – Dine inside or outside, often live music on the deck br- Baxter Brewing Co. (Lewiston) - Great food and over 20 beers on tap. Full bar as well.brbrCan't Forget Ice Cream:br- The Mosquito (Raymond) - Great hard packed ice creambr- The Ice Cream Dugout (Windham) - Great ice cream & soft servebr- Lakeside Dairy Bar (Naples) – Great ice cream near Long LakebrbrNearby Gift Shops:br- On The Docks (Windham) - great local Maine gifts!br- Unsalted (Naples) - clothing and t-shirts.br- Dog on the Porch - (Bridgeton) - local Maine gifts.brbrGrocery Stores:br- Hannaford (Windham)br- Shaw's (Windham)br- Walmart (Windham)br- Hannaford (Gray)brbrNotes:br- Please no smoking or vaping of any kind allowed inside the house or inside the screened in porch! A $250 fee will be charged for any violation or if cigarette butts are found on the ground outside the house. This is strictly a non-smoking housebr- No pets allowedbr- Parties or events must be approved in advancebrbrBook now and experience the tranquility of our 4-season lake house on Raymond Pond. Whether you seek adventure or relaxation, this hidden gem has something for everyone. We look forward to hosting you!
Bed 3

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Bath 2

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Sleep 8

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Exceptional(2)

$187.75

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Cabin

In the beautiful Sebago lake area

Raymond, Maine, United States

Nestled in the trees overlooking beautiful Sebago Lake. Sebago Lake is the second largest lake in Maine and one of cleanest lakes in the United States. The cabin is located in the Lakes Region area do to all of the lakes amongst us. In one Direction (10 min away) you have Brandy Pond and Long Lake divided by a Causeway with many restaurants and shops. Also, a real paddle boat ride called the Songo River Queen. You can continue north an hour and Shop all the outlets of North Conway,N.H. To the south (25 min) is Portland Maine the largest city in our state. There you will find the top restaurants and bars in the US including DiMillo‘s floating restaurant. Of course Maine is known for its wonderful seafood, lobster,haddock, clam,scallop,shrimp and much more. Within 4 mile radius you can swim and launch a boat at Raymond Beach and also swim at Tassel Top which has a long beautiful beach or you can visit Sebago Lake State Park. Also, the ocean is always an amazing place to visit and you are within 40 min to Maine’s beautiful Coast.brImagine sitting on this porch enjoying Your morning coffee listening to the birds and the lake sounds, watching the sun rise or in the evening enjoying your favorite drink and listening to the loons. Inside you’ll enjoy the spacious living area with a dining area and a full kitchen. Two bedrooms with a double bed in each. The living room has a Sofa that makes into a double bed. The living room also has windows that look out over the lake. From this property you are only a short car ride to all of the above! In the fall you can enjoy the beautiful foliage in Maine and the Mountains of New Hampshire.
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Bath 1

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Sleep 6

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Exceptional(5)

$270.64

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Lodge

Welcome to Dorie's Cottage! Cozy waterfront home with gorgeous sunset views!

Raymond, Maine, United States

Bring your furry friends along and unwind in the coziness of Dorie's Cottage, a charming pine-paneled abode tucked away in the woods on the eastern shore of Crescent Lake. Known for gorgeous sunsets, the property features a well-appointed kitchen, screened porch, deck with large grill, use of a canoe and kayak, and a 240v electric car charging outlet. There is now a Solo Stove at the property so you can enjoy s'mores by the water at night! The dock is perfect for catching some rays, swimming, and keeping your boat anchored while you birdwatch for loons, eagles, and kingfishers. For those who enjoy hiking, the Loon Echo Land Trust Raymond Community Forest hiking trails are easily accessible and lead to Pismire Bluff, offering a stunning panoramic view of the lake. The dock can accommodate boats up to 16', and the natural woods provide plenty of shaded areas for relaxing on a hot day. The path to the waterfront and dock is layered with bark mulch and steps, with the water being 1' deep at the rocky entry which gradually leads to a sandy bottom. The best swimming spot is right off the dock, so jump on in! If you're seeking a serene and picturesque vacation, full of swimming, boating, and relaxation, then Dorie's Cottage is the place for you! brbr2025 Rates: $358/night PEAK season $200/night LOW seasonbrbr2026 Rates: $358/night PEAK season $200/night LOW seasonbrbrbr- 2 dogs max with $100.00 pet rent per pet.br- Heat pump added for 2025 at the top of the stairwellbrbr* 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.
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Sleep 7

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Exceptional(1)

$513.79

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Private Vacation Home

Traditional Maine cottage with ample privacy on beautiful Sebago Lake!

Raymond, Maine, United States

Experience this traditional Maine cottage on the shores of Sebago Lake, located in the serene Sebago Lake Region of Maine. This charming waterfront property is situated on a large private lot amidst a tranquil natural setting, offering stunning views across the lake. The house is well-appointed and provides a back-to-nature environment, while still being in close proximity to shopping and recreational activities. The spacious yard is perfect for children to play in, and the cozy fire pit is perfect for gathering around during the evening. Facing west, the property basks in sunlight throughout the day, and boasts a magnificent view of Mount Washington across the lake. The dock can accommodate up to a 20' boat for loading and unloading but boats should be kept on the mooring when not in use. Sebago Lake is a large lake with plenty of room for boating, including access to Brandy Pond and Long Lake via the Songo River, providing over 40 miles of boatable waterway. A canoe is also available for guests' use to explore the lake. Come experience all the Sebago Lake Region has to offer!brbr2026 Rates: $555/night PEAK season; $390/night LOW seasonbrbr* 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.
Bed 4

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Bath 2

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Sleep 6

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