Old Saybrook Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Old Saybrook vacation rentals

1 bedroom, desk, iron/ironing board, travel crib

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (40 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
The price is ￥12,769
￥28,689 total
includes taxes & fees
Apr 29 - Apr 30
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (3 reviews)
"It was a peaceful and quant "
United States
Patricia M.
The price is ￥18,412
￥38,909 total
includes taxes & fees
Apr 29 - Apr 30
Cozy Lakefront Tiny House
1 bedroom, free WiFi, bed sheets

Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (4 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is ￥18,408
￥38,901 total
includes taxes & fees
Apr 29 - Apr 30
Lakefront Boho Tiny House
Private kitchen

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (1 review)
"The home was very clean and welcoming."
United States
Michelle M.
The price is ￥23,907
￥58,771 total
includes taxes & fees
Apr 29 - Apr 30
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Smart TV, fireplace, books, offices

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

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
9.8 out of 10, Exceptional, (10 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is ￥55,783
￥101,844 total
includes taxes & fees
May 6 - May 7
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Microwave, oven, stovetop, dishwasher

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
8.8 out of 10, Excellent, (3 reviews)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
The price is ￥30,282
￥67,816 total
includes taxes & fees
Apr 29 - Apr 30
Entire Vacation Home in Waterford Connecticut
Beach nearby

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
The price is ￥17,052
￥47,349 total
includes taxes & fees
May 4 - May 5
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Property grounds

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
8.0 out of 10, Very Good, (2 reviews)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is ￥19,129
￥44,475 total
includes taxes & fees
Apr 29 - Apr 30
Stylish Modern Stay Steps from the Ocean
Room

NEW Coastal Cottage 2 Miles to Beach + Lake Access

NEW Coastal Cottage 2 Miles to Beach + Lake Access
Clinton
10.0 out of 10, Exceptional, (1 review)
"This was a great stay. Close to Hammonasset Beach which was what our main goal was. The backyard is fenced in, which was perfect for allowing our kids and dog play outside without worrying about them wandering off. All the furnishings are brand new and the house itself is sparkling clean. Everything we needed was provided including sheets, towels, cooking supplies, you name it. We will definitely stay here again for our next family trip to CT."
United States
Kevin N.
The price is ￥46,229
￥59,859 total
includes taxes & fees
May 10 - May 11
NEW Coastal Cottage 2 Miles to Beach + Lake Access
Beach

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is ￥38,745
￥101,496 total
includes taxes & fees
May 4 - May 5
Beachside Bliss w/ Game Room, Gym & Golf Green
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (44 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is ￥59,672
￥108,069 total
includes taxes & fees
May 20 - May 21
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Interior

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (136 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is ￥64,549
￥124,595 total
includes taxes & fees
May 3 - May 4
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Terrace/patio

Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (1 review)
"Very peaceful and quiet. Beautiful view of the lake. Would definitely book again."
United States
James C.
The price is ￥41,909
￥80,453 total
includes taxes & fees
May 11 - May 12
Direct Lakefront - Stunning Views and Panoramic Sunsets
View from property

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (145 reviews)
"Great stay! "
United States
Tanitra
The price is ￥22,154
￥32,809 total
includes taxes & fees
May 28 - May 29
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Living area

The Tiny Cottage on The Ranch

The Tiny Cottage on The Ranch
Oakdale,
10.0 out of 10, Exceptional, (7 reviews)
"We were looking for a place to stay while in town for a volleyball tournament. This space worked out perfectly. We will be back! Next time hopefully we’ll have time to enjoy the farm. Thank you!"
United States
Rebecca N.
The price is ￥14,203
￥19,523 total
includes taxes & fees
Apr 29 - Apr 30
The Tiny Cottage on The Ranch
Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
The price is ￥34,562
￥39,485 total
includes taxes & fees
May 4 - May 5
North Fork Cottages & RV Resort
Terrace/patio

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (36 reviews)
"Absolutely adorable! Beautiful view from our window. Quaint decor and every little detail thought of. Loved our stay! "
United States
Randolph
The price is ￥11,989
￥28,891 total
includes taxes & fees
Apr 29 - Apr 30
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Smart TV, books

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (176 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is ￥15,144
￥40,211 total
includes taxes & fees
May 5 - May 6
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Property grounds

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (8 reviews)
"A beautiful place to stay! Comfortable, cozy and clean. All amenities and the surprise dessert was awesome! We will definitely be back!"
United States
Tammy Z.
The price is ￥13,029
￥30,084 total
includes taxes & fees
May 4 - May 5
A Mystic Stay as Sweet as Apple Pie!
1 bedroom, WiFi, bed sheets

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath

Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
New London
10.0 out of 10, Exceptional, (10 reviews)
"We had a good experience staying with host, William. Going in and out of our unit was easy with the codes provided. The croissants provided for breakfast were large and delicious. We would stay there again."
United States
Ronald H.
The price is ￥14,203
￥19,523 total
includes taxes & fees
Apr 29 - Apr 30
Cozy spacious bedroom with king size bed, only half mile to Rt.95, private bath
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

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"The hotel is beautiful. Staff are great. Everyone we met was super friendly from front desk to waitresses in the restaurant, to the very friendly cleaning staff and those working in the spa. Spa was very relaxing, clean and inviting. I would not hesitate to return."
Barbara 1-night trip
Posted 7 hours ago
Saybrook Point Resort & Marina

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:

  • View our selection of featured holiday rentals in Old Saybrook
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Look no further and take a look at our great range of rental properties in Old Saybrook!

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?

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly: Visitors like this Old Saybrook vacation home rental. It is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Old Saybrook?

Choose from 54 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 Crystal Lake Town Park.

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.