Old Saybrook vacation rentals
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Top-rated vacation rentals in Old Saybrook
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Home in Lyme
4.97 out of 5 average rating, 185 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
“The Answer” is listed amongst the 15 best Airbnbs in Ct, from Travellers Worldwide 2022 and 2023 and featured in “Only In Your State” titled “This Riverfront House Will Be Your New Favorite” February 2024 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.
Sep 28 – Oct 5
Apartment in Chester
4.95 out of 5 average rating, 309 reviewsChester Village 'Pied-à-terre' above art gallery
If finding a place in an ideal location w/ thoughtful design matters to you, then you've found it! Sunshine filled living room w/ high ceilings, a private bedroom in back w/ large private deck overlooking Pattaconk Brook. Our place is a gem, and set up for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique, and neighbor to some of the BEST restaurants, art and shopping in CT! NEW! Winter weekdays - ONE night stays are now available - message us!
Oct 15 – 22
Cottage in Waterford
4.99 out of 5 average rating, 104 reviewsClassic CT Cottage w/ Trail by Harkness Park/Ocean
Tastefully appointed! A quaint cottage in a forest setting on 6 acres bordering Harkness State Park. A peaceful & serene setting where you can hear nature by day and the lighthouse sound signal at night. The cottage is fully equipped & very comfortable for your stay. The Waterford beach is a short drive away...less than 2 miles through the forest...as are beautiful hikes along the coast. Centrally located near Historic Mystic, Niantic, Conn College, US Coast Guard Academy & the US Naval Base.
Apr 12 – 19
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Old Saybrook vacation rentals
Old Saybrook cottage rentals
Cottage in East Lyme
4.97 out of 5 average rating, 232 reviewsYour Nest Near The Beach
Sep 3 – 10
Cottage in Riverhead
4.98 out of 5 average rating, 126 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
Mar 26 – Apr 2
Cottage in Scituate
4.9 out of 5 average rating, 193 reviews5 Star cottage in historical Clayville
Apr 3 – 10
Cottage in Waterford
4.99 out of 5 average rating, 106 reviewsCoastal Cottage Private Studio
Apr 8 – 15
Cottage in Guilford
4.96 out of 5 average rating, 157 reviewsLuxury cottage by the sea with hot tub and pool
Feb 11 – 18
Cottage in Voluntown
4.95 out of 5 average rating, 181 reviewsLakeside Cottage in the Forest
Nov 23 – 30
Cottage in Colchester
4.97 out of 5 average rating, 127 reviewsLakefront peaceful getaway cottage
Nov 12 – 19
Cottage in Middlefield
4.93 out of 5 average rating, 228 reviewsLake Beseck cottage
Oct 1 – 8
Cottage in South Kingstown
4.92 out of 5 average rating, 133 reviewsTHE WHITECAP COTTAGE
Oct 12 – 19
Cottage in Groton
4.95 out of 5 average rating, 269 reviewsRestored Historic Schoolhouse, Mystic River Views
Nov 4 – 11
Cottage in Groton
4.99 out of 5 average rating, 146 reviewsMind Over Mystic Cottage
Jul 17 – 24
Cottage in Newtown
4.93 out of 5 average rating, 153 reviewsPrivate and Serene home close to I-84 and shopping
Mar 24 – 31
Old Saybrook beach vacation rentals
Guesthouse in Mystic
4.99 out of 5 average rating, 535 reviewsGorgeous Waterfront Getaway
Oct 5 – 10
Guesthouse in Groton
4.94 out of 5 average rating, 381 reviewsQuiet studio with sleeping loft and deck
Jul 9 – 16
Home in East Lyme
4.96 out of 5 average rating, 161 reviewsBeachfront Paradise
Nov 19 – 26
Guest suite in Cutchogue
4.88 out of 5 average rating, 582 reviewsWalk to Vineyards, Beaches, Farms & Town
Aug 27 – Sep 3
Townhouse in Westbrook
4.92 out of 5 average rating, 184 reviewsWake up with views of the ocean
Apr 12 – 19
Home in Clinton
4.96 out of 5 average rating, 171 reviewsWaterside Beach Retreat
Dec 11 – 18
Apartment in New London
4.89 out of 5 average rating, 262 reviewsThe Whaler’s Loft · Ocean Beach, Mystic & USCGA
Apr 15 – 22
Apartment in New London
4.98 out of 5 average rating, 288 reviewsQuiet Neighborhood home close to everything
Oct 23 – 30
Home in Old Lyme
4.96 out of 5 average rating, 118 reviewsCozy Beach Cottage with short walk to the beach
Feb 7 – 14
Home in Groton
4.95 out of 5 average rating, 156 reviewsTrue Ocean Front Vacationing - Groton/Mystic
Jan 23 – 30
Apartment in Milford
4.97 out of 5 average rating, 505 reviewsWater front studio apartment with fireplace.
Aug 27 – Sep 3
Home in Greenport
4.94 out of 5 average rating, 136 reviewsBlue Bay Dream - Apt #2
Jan 23 – 30
Beach cottage rentals in Old Saybrook
Cottage in Charlestown
4.88 out of 5 average rating, 125 reviewsPet-Friendly Private Beach Oceanfront Cottage A/C
Dec 23 – 30
Cottage in Montauk
4.91 out of 5 average rating, 511 reviewsMontauk Oceanview
Jul 24 – 31
Cottage in Branford
4.86 out of 5 average rating, 195 reviewsCozy Home In Short Beach Community
Nov 4 – 11
Cottage in Mystic
4.98 out of 5 average rating, 206 reviewsMystic Cottage Retreat, near downtown
Nov 11 – 18
Cottage in Southold
4.9 out of 5 average rating, 151 reviewsComfortable Cottage on the Great Pond near beach.
Mar 15 – 22
Cottage in Montauk
4.87 out of 5 average rating, 216 reviewsWaterfront Cottage, Fort Pond MTK
Dec 11 – 18
Cottage in Milford
4.96 out of 5 average rating, 230 reviewsSpring Sale! Cozy Cottage | Walk to Beach | Pet
Oct 14 – 21
Cottage in Milford
4.88 out of 5 average rating, 134 reviewsDirect waterfront beach cottage
Oct 6 – 13
Cottage in Riverhead
4.85 out of 5 average rating, 127 reviewsAffordable Wine Country Cozy Cottage
Jun 4 – 11
Cottage in North Kingstown
4.87 out of 5 average rating, 161 reviews5-STAR Cove Cottage near Newport - Walk to Beach
Aug 10 – 17
Cottage in Rocky Point
4.93 out of 5 average rating, 143 reviewsAdorable cottage
Jan 31 – Feb 7
Cottage in Port Jefferson
4.8 out of 5 average rating, 261 reviewsThe Hilltop Harborview
Jul 31 – Aug 7
Quick stats about vacation rentals in Old Saybrook
Total rentals | 110 properties |
---|---|
Rentals with dedicated workspaces | 50 properties have a dedicated workspace |
Pet-friendly rentals | 40 properties allow pets |
Family-friendly rentals | 80 properties are a good fit for families |
Total number of reviews | 2.7K reviews |
Nightly prices starting at | € 46 before taxes and fees |
Frequently Asked Questions
What types of vacation rentals are available in Old Saybrook?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Old Saybrook. From over 20 cottage rentals to over 70 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Old Saybrook?
Yes! Work meets play with ease at over 50 vacation rentals in Old Saybrook featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cottage rentals in Old Saybrook?
Experience the best of Old Saybrook with our cottage rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Old Saybrook?
Four-legged friends are welcome in Old Saybrook. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there family-friendly cottage rentals in Old Saybrook?
Old Saybrook has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Old Saybrook have a gym?
Absolutely! We offer over 10 house rentals with a gym in Old Saybrook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Old Saybrook have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Old Saybrook. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Old Saybrook have self check-in?
Absolutely! We offer over 30 house rentals with self check-in in Old Saybrook. Enjoy a tailored experience with all the comforts you desire.
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