Home Vacation Rentals By Owner In Old Saybrook, CT

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Exceptional(2)

$645.27

/ Nightly
Private Vacation Home

Fenwood Coastal Getaway Private Beach Access

Old Saybrook, Connecticut, United States

Summary:brbrWelcome to your perfect beach getaway! This charming beach house offers everything you need for a relaxing and comfortable stay. The home comfortably sleeps 6 with 3 bedrooms, 2.5 bathrooms. You’re just a short stroll away from the Old Saybrook private Fenwood beach, where you can soak up the sun, swim, or simply relax and listen to the soothing sound of the waves.brbrbrbrThe Space:brbrPrior to your arrival, our home undergoes professional cleaning to ensure a clean and welcoming environment. We meticulously prepare and set up each space, paying close attention to detail, so that you can immediately relax and enjoy your stay from the moment you step through the door. brbr brbrWith three bedrooms, there's plenty of space for the whole family or a group of friends to unwind after a day of sun and sand. All 3 bedrooms are located on the upper level. A full bathroom with a detachable shower head is also on the upper level. Bedrooms 1 and 2 feature queen beds. Bedroom 3 boasts a king bed, tv and a private bathroom with a shower. brbr brbrOur kitchen is equipped to cater to your needs. It features a dishwasher, refrigerator, and stove, ensuring convenience at every turn. We have stocked the kitchen with an array of essential cookware, serving utensils, basic paper products and cleaning supplies for hassle-free dining and upkeep. For coffee enthusiasts, we provide both a drip coffee maker and a Keurig machine, inviting you to bring your favorite coffee blends for a personalized brew. Additionally, the kitchen includes a microwave, rice cooker, toaster and an air fryer enhancing your meal preparation options. A gas grill is also available for guests to use. brbr brbrThe living area is designed for comfort and relaxation. It features an L shaped LoveSac couch, perfect for unwinding or socializing. For entertainment, enjoy our large HDTV with ROKU that allows you to easily log into your apps. brbr brbrAfter a day of beachside fun or exploring the town, head to the lower level where entertainment awaits. Sink into the seating area to watch your favorite shows or movies on the TV or gather around the table for a friendly game of cards or board games. This versatile space is perfect for unwinding, bonding, brbrand creating lasting memories. A half bathroom is also located in this lower area. brbr brbrAnd don't worry about packing too much - a washer and dryer are conveniently located on-site for guest use, allowing you to keep your beachwear fresh and ready for another day of coastal adventures. Basic laundry supplies are available for your use. brbr brbrWe ensure every bathroom is well-stocked for your convenience, providing an array of guest towels along with high-quality shampoo, conditioner, and body wash. Additionally, essential paper products are readily available. For your grooming needs, a hair dryer is provided, ensuring you have everything you need for a comfortable and hassle-free stay.brbrbrbrGuest Access:brbrYou will have access via smart lock to the home
Bed 3

Bed

Bath 2

Bath

Sleep 6

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$1512.88

/ Nightly
Private Vacation Home

Evertide: Walk to Saybrook Point Resort + Main St + South Cove, pet-friendly

Old Saybrook, Connecticut, United States

Welcome to Evertide! Just a short walk to Saybrook Point Resort & Marina, Main Street's restaurants/shops, and the South Cove. Sleeps up to 15 guests, with 5 bedrooms and 3 full baths, making it ideal for family vacations, friends’ getaways, or a multi-family adventure. Enjoy outdoor spaces - covered porches, a gas grill, propane fire pit, and a flat yard for games. Plentiful parking for group travel and pets are welcome. *Host’s other property recently filmed for TV for The Destination Channel.brHighlights:brSleeps up to 15 guests in 5 generous Bedrooms INCLUDES: extra pillows, linens, blankets, room darkening blinds and curtains, white noise machines, and small portable fans. There are a total of 4 king beds, 1 queen sleeper sofa, 5 singles (4 twin beds and and 1 foldable twin cot). All bedrooms have ample closet space for storage. The FIRST floor includes: 1 King Bedroom, 1 Queen Sleeper Sofa in a Den with Roku TV, Mudroom with a washer/dryer, iron, ironing board, and clothes drying rack, Kitchen with a microwave, range (oven + gas stovetop), refrigerator, freezer, coffee & coffeemaker, toaster, all necessary kitchen items, glasses + dishes + utensils + cookware, etc.) The island has 4 stools for additional seating. Dining area comfortably seats ~10. Living area with Roku TV and a decorative (not for guest use) fireplace. The SECOND floor includes: 2 King Bedrooms, Bedroom with 2 Twins, Nook with a foldable Twin cot & Smart TV, 3 Season Sunroom. The THIRD floor includes: 1 King + 2 Singles (a twin bed + twin pull out trundle) within an oversized Bedroom with Roku TV + dedicated workspace. Each of the 3 floors has a full bathroom with a tub + shower, hairdryer, soap , shampoo, conditioner, sink, toilet) Extra personal towels and beach towels provided. Assorted board games and reading material provided. Air conditioning throughout. Free internet/wifi access. The OUTDOOR spaces include: Covered front & side porches, Area for outdoor dining, Gas grill & grilling utensils, Adirondack chairs around a propane fire pit, Backyard cornhole, Ample private parking with room for 6-8 vehicles. Pet friendly for one pet under 50 lbs when declared in advance at the time of booking (additional fee per stay applies). Highchair and pack 'n play (with sheets) available upon request.brbrOld Saybrook is a quintessential Connecticut shoreline town, known for its beaches and coastal vibes. The town's Main Street has unique shops, boutiques, and galleries. Outdoor activities in the local area include swimming, beachcombing, kayaking, and golfing.brbrEvertide is within walking distance or a short car ride to many Old Saybrook favorites - due to its proximity to Saybrook Point, Main Street, and the South Cove: Old Saybrook Resort & Marina including restaurants, entertainment & spa (0.5 miles, 10 minute walk), Mini-Golf at Saybrook Point (0.5 miles, 10 minute walk), General William Hart House (1 miles, 25 minute walk), The Essex Restaurant (1.1 miles, 25 minute walk), Katherine Hepburn Cultural Arts Center - aka The Kate (1.2 miles, 25 minute walk), Paperback Cafe (1.3 miles, 30 minute walk), Mirsina's (1.3 miles, 30 minute walk), Penny Lane Pub (1.4 miles, 30 minute walk), Fenwick Golf Club (1.6 miles, 5 minute drive), Certain Old Saybrook beaches are open to the public, but parking differs between locations. Daily fees may range from $20-30, and non-resident season passes can be $150+ for the season. These include: Harvey’s Beach (public, 3 miles away, 5-7 minute car ride), Town Beach (town residents only, 2.6 miles away, 5-7 minute car ride), Cornfield Point (private, 2.5 miles away, 5-7 minute car ride)brbrIf available, early check-in:br-between 2PM-4PM is at no additional costbr-between 12PM-2PM is subject to a $100 feebr-between 10AM-12PM is subject to a $250 feebrbrIf available, late checkout:br-between 10AM-12PM is at no additional costbr-between 12PM-1PM subject to a $100 feebr-between 1PM-3PM is subject to a $250 feebrbrHost's other short term rental property in Westbrook, CT was recently filmed for The Destination Channel’s Emmy-award winning TV series Staycation, to be included in an upcoming 2026 episode!
Bed 5

Bed

Bath 3

Bath

Sleep 15

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Exceptional(39)

$576.68

/ Nightly
Private Vacation Home

OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW

Old Saybrook, Connecticut, United States

brOcean front, sunset facing, property is the only one in the area that has a huge yard and beach. 4-bedrooms, beautiful sunroom, fireplace, gazebo.brbrThe beach in front of the house is sandy with some shells and small rocks (rocky once you get inside the water) and some of it is accessible even at high-tide. The beach is semi-private, accessible only to members of Cornfield Point, which means you might see a few people out there sometimes, especially during peak season (July/August).brbrAir-conditioning is via window units in the bedrooms only. Living areas have quiet oscillating fans. Most find this to be very comfortable because of consistent ocean breeze. brbrThe neighborhood association has tennis and basketball courts as well as a big playground.brbrOld Saybrook is a quiet beach town that's very family friendly. It's also known for it's many great dining options.brbrIn addition to the beach right in front of the house, there are 3 other beaches within a 10-20 min walk. brbrThe first is the Cornfield Point community beach, which is about a 2 min walk from the house. This beach is big and sandy in and out of the water. brbrThe second is the Town Beach, which is 10 min walk from the house. This beach is slightly bigger than the community beach and is also all sandy in and out of the water. This beach also has picnic tables and a store that sells food and beverages.brbrThe third is called Harvey's beach which is another 10 min up the road. This popular beach is uniquely beautiful - sandy, rocky, grassy. Also, has concession stand.brbr4 bedrooms - 2 Queens, 1 Full, 2 Twinsbr2.5 bathsbrBeautiful sunroombrPatiobrGazebobrFireplacebrLiving, Dining rooms brHi-speed WiFi brBBQ, floats, and other beach & lawn games
Bed 4

Bed

Bath 2

Bath

Sleep 8

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Exceptional(36)

$409.3

/ Nightly
Cottage

Charming Old Saybrook Cottage < 1 Mi to Beach

Old Saybrook, Connecticut, United States

Slip on your sandals and embrace the seaside when you book this Old Saybrook vacation rental! Ideally situated less than 3 miles from 4 different beaches, this 4-bedroom, 2-bath cottage is the ideal home base for your next trip to coastal Connecticut. Spend your days relaxing on the shores of Harvey’s Beach, or stay and enjoy the comforts of your home-away-from-home. In addition to its prime location, this property is also equipped with a full kitchen, in-unit laundry, and a private backyard.brbr-- THE PROPERTY --brbrFamily Friendly | Free WiFi | 2 Flat-Screen TVs brbrBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Daybed | Additional Sleeping: Crib, Pack ‘n PlaybrbrINDOOR LIVING: Finished basement w/ beanbag chairs, ceiling fans, window A/C unit, conversation areasbrOUTDOOR LIVING: Gas grill, furnished patio, deckbrKITCHEN: Stove/oven, refrigerator, toaster, microwave, dishwasher, Crockpot, coffee maker, blender, cooking basics brGENERAL: Central air conditioning, washer/dryer, linens/towels, complimentary toiletries, hair dryer, high chair, iron/board, trash bags/paper towels brFAQ: 2 steps required to access, 2 exterior security cameras (facing outward)brPARKING: Driveway (2 vehicles), no garage accessbrbr-- THE LOCATION --brbrBEACHES: Knollwood Beach (0.9 miles), Town Beach (2.2 miles), Harvey's Beach (2.6 miles), Great Hammock Beach (2.8 miles)brRESTAURANTS: Fresh Salt (1.7 miles), Red Hen Restaurant (3.4 miles), Liv's Oyster Bar (3.6 miles), Little Pub Old Saybrook (4.1 miles)brSHOPPING: Pearls & Plaid (3.6 miles), Artisans Harbor (3.7 miles), Re-Unique Antiques (3.9 miles), So Chic the Fashion Lounge (3.9 miles)brAIRPORTS: Bradley International Airport (59.0 miles), Rhode Island T.F. Green International Airport (71.9 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: While there are only 2 steps required to access the property, there are 3 steps down from the back deckbr- NOTE: Your safety matters. This property features 2 external security cameras: 1 camera is a Ring doorbell device with an exterior security camera facing the front outdoor entry, and 1 camera is in the garage, which is inaccessible to guests and faces the garage space. The cameras do not look into any interior spaces included with the rental. The cameras actively record video and sound when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed
Bed 4

Bed

Bath 2

Bath

Sleep 7

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Exceptional(13)

$833.75

/ Nightly
Private Vacation Home

1910 Beach home: CT's most exquisite private beach!

Old Saybrook, Connecticut, United States

-- 1910 Shore house; only one surviving the 1938 hurricane on this stretch of beach. Immense lot, gorgeous beach, dunegrass-covered dunes, very private. House is large, with basic amenities. Ideal for the writer and artist.br -- After your swim, towel off and stroll up the sandy path to the porch. Later, enjoy the sunset from the top of one of our dunes. There's no other property like this in Old Saybrook or maybe even all of Connecticut!br --PLEASE NOTE: Generally available for 7 day rentals only (Saturday to Saturday) from mid June to mid September. Shorter stays possible mid May to mid June, and mid Sept thru Oct.. Sometimes available in high season for shorter periods (minimum 3 days), if doesn't overlap with two 7-day rental periods, or at short notice (less than a month, if not otherwise rented). If you are interested in a shorter period, please contact the owner. Not available November through April.br -- Old Saybrook has a convenient Amtrak stop on the Boston-NY line, is just off I-95 between New Haven and New London. The stop is 3 miles and an easy UBER/LYFT ride from the house.br -- Large shaded porch behind our private dunes, with path leading to our private beach. At end of dead-end road. Google Earth: 41o 16' 38.97' N and 72o 24' 26.54' Wbr -- Four bedrooms upstairs (two overlooking the Long Island sound), large living room/dining room area downstairs + kitchen. br -- Unheated, so only available for summer or late spring/early fall rentals.br --Please be advised that this is a century-old vacation cottage with used furniture, sometimes flakey appliances, and perhaps a lump or two in the mattress. It is unheated, and so May & late September can be quite cold; the cottage is not available in the winter months. The shower and bathroom facilities may strike some as primitive. We like it this way -- it's cozy, comfortable, and laid back. But if you strongly prefer, say, the Hilton to camping, this is unlikely to be your cup of tea. Email us for a brochure with more pictures.br -Occupancy is limited to 10 persons. By renting this property, you agree to the rules given below for its use.br -- Please consult VRBO calendar for availability this calendar year.brbrKeywords: HousebrbrThis house is old and delicate, and has been fortunate to have benefited from gentle treatment over the last century by renters and the family that built it. By renting the property and making a deposit through Homeaway/VRBO, the renter agrees to follow the below rules. Thank you for your cooperationbr1) Do not move driveway border stones. They are protecting the underground water supply pipe and septic system.br2) Please respect the Dunes and don’t allow children to play in the area of dune grasses. They can walk on the path in the dunes.br3) No Smoking on premises.br4) Pets are NOT allowed.br5) Tenant must supply their own sheets, personal linens, towels, paper towels.br6) Cottage must be left in clean condition. Please check the following for food spills before you leave: Refrigerator, stove, microwave, toaster over, dining room table & kitchen counter top.br7) You may be billed a cleaning fee if not left in clean condition. Thank you for your understanding.br8) Do not leave any food when you depart.br9) Telephone is available for local calls only. Please use your cell phone or phone calling card for all long distance calls. Tenant will be billed for phone call charges incurred during their stay including a service charge. br10) Please lock all doors and windows when leaving cottage.br11) The right side garage has beach toys etc. for tenant’s enjoyment. Please return items to garage when you are finished with them.br12) The road over the Indiantown Bridge on Nehantic Trail may flood during a storm, especially with a very high tide. Be aware that it is salt water which can damage cars.br13) This cottage is on a septic system. Please flush ONLY white toilet paper and that which leaves the body. PLEASE DO NOT FLUSH DIAPERS OR WIPES.br14) Please put all cooking oils and grease in containers and put in the trash can, NOT down the drain.br15) NO BEACH FIRES, unless you have obtained a required permit from the Old Saybrook Fire Marshall (see Section 2A of https://ecode360.com/8718817). All beach fires are to have such a permit, and are to be below the high tide line and buried when finished. br16) We are not members of Indiantown Association and therefore do not have the right to use their facilities. You are allowed to walk along the entire stretch of beach below the high tide mark. Please use our private beach for swimming, sitting and sunbathing.br17) Our neighbors are close by. Please be considerate of them and do not have late night parties or other noise after 10 pm or before 9 am.br18) Grill must be placed on South side of cottage AWAY from the cottage when being used. Cooking on a grill on either porch or near the building is a fire hazard.br19) Cold Fireplace ash MUST BE put in outside trash bin. Do not leave in fireplace when you depart.br20) No more than 10 people staying overnight or visiting at one timebrbrWe feel that this is a truly special place and we hope you enjoy your stay.
Bed 4

Bed

Bath 1

Bath

Sleep 10

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Exceptional(47)

$757.42

/ Nightly
Private Vacation Home

Spacious And Luxurious Beach Home Steps From The Water

Old Saybrook, Connecticut, United States

This house is perfect for families or groups that want to enjoy beautiful Old Saybrook in a spacious, newly remodeled, three-story home in a quiet neighborhood close to the beach. This house is perfect for families or groups that want to enjoy beautiful Old Saybrook in a spacious, newly remodeled, three-story home in a quiet neighborhood close to the beach. From the moment the front door opens, the eye is drawn to the marble surround fireplace, transom windows, gleaming hardwood floors and stunning kitchen with soft-close cabinetry, farmhouse sink, high end appliances and quartz topped counters. The kitchen is immaculately appointed with new, top-of-the line appliances and everything you need to cook a gourmet meal. A laundry with a high capacity washer and dryer are available. brOn the second floor, you'll find 3 bedrooms (Queen,Queen, Full+Twin trundle) with hardwood floors and ceiling fans. Ascend to the third floor for the Master Suite with abundant closet space, vaulted ceiling, balcony with views of LI Sound and a spa master bath with double sinks, walk-in shower, and an over sized soaking tub. brIn addition to all this, there is high speed internet WiFi access and a large finished recreation room in the basement with a full bath. Watch all your favorite shows on Chromecast TV on a large HDTV. brAfter a day outside, you can clean-up in your private outdoor shower when you return from to the highly desirable private Cornfield Point Beaches, just a stroll away. Then sit on the mahogany deck in afternoon shade and fire-up dinner on the Weber gas grill. brPlease note that all linens and towels are provided and will be fresh when you arrive.
Bed 4

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Bath 4

Bath

Sleep 8

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Exceptional(10)

$525.48

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Private Vacation Home

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook, Connecticut, United States

brExplore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Convenient to great dining and shopping, this home offers a mix of relaxation and excitement. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook!brbrPlease note Our property is strictly an animal-free zone due to severe allergies persisting in the family.brbrThe Neighborhood:brWelcome to the charming Great Hammock Rd neighborhood in Old Saybrook, CT! Nestled near the beach, this coastal community offers scenic beauty, a tight-knit atmosphere, and convenient access to amenities. Enjoy a blend of tranquility and recreation, with historic richness adding to the neighborhood's allure. Experience coastal living at its best in this welcoming community.brbrGetting Around:brWalking: The charm of this coastal community is best experienced on foot. Take a leisurely stroll to the nearby beach or explore the tree-lined streets for a delightful walk. To walk to the beaches take a right from the driveway, all the beaches are located on the right side of the road.brbr Biking: Enjoy the scenic routes with provided bikes. Pedal your way through the neighborhood and soak in the coastal beauty.brbr Local Transport: For longer journeys or nearby attractions, consider rideshare services or local transportation options. Convenient and accessible for your explorations.brbrbrbrParking in the Great Hammock Rd neighborhood is hassle-free:brbr Designated Parking: Each property has designated parking areas. Please park only in the assigned spots to ensure a smooth flow of traffic.
Bed 3

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Bath 1

Bath

Sleep 8

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