Old Saybrook Vacation Rentals

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Oct 23 - Oct 24
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Oct 24 - Oct 25
This weekend
Oct 24 - Oct 26
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Oct 31 - Nov 2

Vacation Rentals in Old Saybrook

Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (76)
"Very nice cabins "
United States
Jairo
The price is ￥22,635
￥33,017 total
includes taxes & fees
Oct 27 - Oct 28
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Beach nearby
Cliffside Resort Condominiums
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (244)
"Nice location and good for staying with families. The rooms could have been a little cleaner and updated. Hotel communication was excellent for checking in. "
United States
dean
The price is ￥34,008
￥45,454 total
includes taxes & fees
Nov 2 - Nov 3
Cliffside Resort Condominiums
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (59)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Outdoor dining
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Amazing Ocean Front 2 Story Home, Steps Away From The Water
9.8 out of 10, Exceptional, (97)
"Beautiful home with lots of room. Many bathrooms and lots of storage for your belongings. The view and beach are amazing and the location to have fun is perfect. "
United States
Carol L.
Amazing Ocean Front 2 Story Home, Steps Away From The Water
Private kitchen
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
10.0 out of 10, Exceptional, (2)
"Waterfront location by a marina was beautiful. The place is welcoming with a bright, cozy living area. Rooms were clean and spacious, bathrooms modern, kitchen, grill, and deck to enjoy. Had a great experience overall."
United States
Peter L.
Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages
Interior
Rustic Lakeside Cabin at White Gate Farm
Rustic Lakeside Cabin at White Gate Farm
10.0 out of 10, Exceptional, (120)
"Beautiful cabin on the lake. Will definitely stay again. Easy check-in easy check out. You wont regret staying here!"
United States
James N.
Rustic Lakeside Cabin at White Gate Farm
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise
The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
10.0 out of 10, Exceptional, (3)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
The price is ￥7,831
￥25,111 total
includes taxes & fees
Nov 10 - Nov 11
The Stern at Soundview · Beach+Ocean+Sunrise
1 bedroom, WiFi, bed sheets
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
10.0 out of 10, Exceptional, (7)
"William was great. Room was perfectly clean. Fresh towels, water bottles, croissants, and coffee everyday was a really nice touch. "
United States
Jake L.
The price is ￥13,368
￥18,411 total
includes taxes & fees
Oct 26 - Oct 27
Cozy spacious bedroom with queen bed, only half mile to Rt.95, exclusive bath
Dining
The Mystic Harbor House · walk downtown Mystic · train · aquarium
The Mystic Harbor House · walk downtown Mystic · train · aquarium
9.8 out of 10, Exceptional, (6)
"Great house in a fantastic location. Very clean and well supplied. We would definitely stay here again."
United States
David C.
The price is ￥18,404
￥55,984 total
includes taxes & fees
Nov 4 - Nov 5
The Mystic Harbor House · walk downtown Mystic · train · aquarium
Property grounds
Lakeside cottage ON the water with beautiful views up the lake!
Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (187)
"it was a perfect getaway!!! the lake is amazing the fish follow you it was so relaxing"
United States
stacy t.
The price is ￥19,596
￥45,018 total
includes taxes & fees
Oct 26 - Oct 27
Lakeside cottage ON the water with beautiful views up the lake!
Smart TV, video games, books, stereo
Charming Historic House in Downtown Mystic
Charming Historic House in Downtown Mystic
10.0 out of 10, Exceptional, (157)
"Such a unique home in the lovely town! Much to see and do. We need a longer stay. Thank you. "
United States
Mary
The price is ￥32,129
￥61,255 total
includes taxes & fees
Oct 28 - Oct 29
Charming Historic House in Downtown Mystic
Property grounds
Oak Grove Cottage - in the foothills of Mystic
Oak Grove Cottage - in the foothills of Mystic
10.0 out of 10, Exceptional, (12)
"The cottage was spotless, cozy, and had everything needed and more. It was a perfect place to visit nearby museums, parks, and towns. If we are lucky enough to be back in the area we would stay again. "
United States
Kristin A.
The price is ￥38,805
￥64,868 total
includes taxes & fees
Oct 26 - Oct 27
Oak Grove Cottage - in the foothills of Mystic
Dining
Spacious 7-bedroom house Stonington with amazing views.
Spacious 7-bedroom house Stonington with amazing views.
10.0 out of 10, Exceptional, (5)
"Great place, great owner!"
United States
Harrison M.
Spacious 7-bedroom house Stonington with amazing views.
Outdoor pool
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
10.0 out of 10, Exceptional, (104)
"The Inn and all the staff went so far beyond our expectations. Our daughter and son in law had their wedding celebration on the farm last week. The inn itself is absolutely beautiful. The surroundings are idyllic. We couldn’t have had a better experience staying here. "
United Kingdom
Sarah K.
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food
On the beach
Freeboard at Soundview · Beach+Ocean+Sunrise
Freeboard at Soundview · Beach+Ocean+Sunrise
2.0 star property
9.4 out of 10, Exceptional, (6)
"It was very close to the beach , quiet, parking on property room had everything you would need i enjoyed my stay didnt want to leave so soon wouldve liked at least 1 more day maybe next year thank you. "
United States
Dana
The price is ￥7,831
￥25,111 total
includes taxes & fees
Oct 27 - Oct 28
Freeboard at Soundview · Beach+Ocean+Sunrise
Sun loungers, beach towels
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
10.0 out of 10, Exceptional, (125)
"Excellent stay! Where else could you accommodate 8 people with 4 king size beds and all the kitchen and housekeeping supplies you need. Well thought out and very comfortable outside and interior areas to relax in.Just a great experience"
United States
Nancy D.
The price is ￥38,600
￥89,204 total
includes taxes & fees
Oct 26 - Oct 27
Unique Retreat w/ Private Patio, 4 King Beds & BBQ
Exterior
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
10.0 out of 10, Exceptional, (135)
"Our family loved our time in mystic, and this beautiful cottage!"
United States
Geoffrey K.
The Hemingway Carriage House - Romantic & Private Downtown Mystic Getaway
1 bedroom, WiFi, bed sheets
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
9.6 out of 10, Exceptional, (12)
"William was very thorough with our check in and a pleasure to deal with"
United States
Catherine
The price is ￥13,368
￥18,411 total
includes taxes & fees
Oct 26 - Oct 27
Clean room w/ Queen bed/exclusive bathroom. Free Wifi free parking self check in
Outdoor dining
Lakeside cottage overhanging the water, beautiful window views across the lake
Lakeside cottage overhanging the water, beautiful window views across the lake
9.8 out of 10, Exceptional, (211)
"Nice home and location, included amenities very nice. "
United States
Rebecca A.
The price is ￥21,115
￥46,765 total
includes taxes & fees
Nov 4 - Nov 5
Lakeside cottage overhanging the water, beautiful window views across the lake
Property grounds
Secluded Waterfront Location With Dock
Secluded Waterfront Location With Dock
10.0 out of 10, Exceptional, (150)
"Hosts were very accommodating with having the dock ready for kayaking early in the season. Beautiful house which was very well kept and a great location. Our family had a great time and we’ll definitely be back! "
United States
Brian T.
Secluded Waterfront Location With Dock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Saybrook Hotel Reviews

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Very nice"
Mahmut 1-night trip
Posted 2 days ago
Best Western Executive Hotel Of New Haven - West Haven

Find out more about Old Saybrook

Search for holiday rentals in Old Saybrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Old Saybrook using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Old Saybrook?

Yes, there are vacation rentals in Old Saybrook close to Saybrook Country Barn, or you can go with a more remote option if you're looking for a relaxing stay. Visitors like the popular beaches and shops in Old Saybrook. Allow some time to check out the spas during your trip.

What are some of the best vacation home rentals in Old Saybrook?

Amazing 10 Bedroom Compound on the Water with 6 Bedroom Home & 4 Studio Cottages: This vacation home rental outside of Old Saybrook has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals will I find in Old Saybrook?

Choose from 52 Expedia vacation rentals in Old Saybrook for a memorable vacation.

What’s there to see and do in Old Saybrook?

Family-friendly attractions include Saybrook Country Barn and Stay and Play LLC, whereas Harvey's Beach and Connecticut River are a couple of great spots to enjoy the outdoors. Other places in town to visit include Katharine Hepburn Cultural Arts Center and Essex Saybrook Antique Village Shopping Center.

What’s a vacation rental in Old Saybrook like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Old Saybrook. Vacation rentals offer extras like kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for family trips.