Old Saybrook Vacation Rentals

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Our top choices for Old Saybrook vacation rentals

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.2 out of 10, Wonderful, (36)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
$157 nightly
The price is $178
Jan 20 - Jan 21
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
Westbrook
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$447 nightly
The price is $508
Jan 21 - Jan 22
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green

Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (4)
"Every thing was amazing "
United States
Annaliaa C.
$186 nightly
The price is $210
Jan 6 - Jan 7
Total with taxes and fees
Lakefront Boho Tiny House

Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (2)
"The bed and pillows were very comfortable. The outside space was very relaxing. Kevin’s place was perfect! We had questions and he replied back right away. We definitely want to go back. "
United States
Rebecca K.
$187 nightly
The price is $212
Jan 6 - Jan 7
Total with taxes and fees
Cozy Lakefront Tiny House

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, (41)
"Great property, would stay here again."
United States
charles b.
$474 nightly
The price is $536
Jan 6 - Jan 7
Total with taxes and fees
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.4 out of 10, Exceptional, (15)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
$386 nightly
The price is $436
Jan 6 - Jan 7
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
Clinton
10.0 out of 10, Exceptional, (3)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
$469 nightly
The price is $531
Jan 13 - Jan 14
Total with taxes and fees
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Stylish Modern Stay Steps from the Ocean

Stylish Modern Stay Steps from the Ocean
Clinton
10.0 out of 10, Exceptional, (1)
"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.
$298 nightly
The price is $337
Jan 10 - Jan 11
Total with taxes and fees
Stylish Modern Stay Steps from the Ocean

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Saybrook Manor
9.6 out of 10, Exceptional, (133)
"We loved our stay!"
United States
Deana L.
$454 nightly
The price is $514
Jan 6 - Jan 7
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

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, (98)
"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "
United States
Aliah
$141 nightly
The price is $162
Jan 20 - Jan 21
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
Stonington
10.0 out of 10, Exceptional, (4)
"We enjoyed our stay. The apartment is in excellent condition."
United States
Marcell
$189 nightly
The price is $214
Jan 12 - Jan 13
Total with taxes and fees
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Super Cute & Cozy Apartment in Downtown Mystic!

Super Cute & Cozy Apartment in Downtown Mystic!
Mystic
9.6 out of 10, Exceptional, (82)
"Beautiful, cozy, little apartment walking distance from downtown Mystic! Well kept and perfect for a quick 2 night trip!Thank you - would definitely stay here again! "
United States
Clayton H.
$152 nightly
The price is $171
Jan 6 - Jan 7
Total with taxes and fees
Super Cute & Cozy Apartment in Downtown Mystic!

The Tiny Cottage at Clem & Clyde's

The Tiny Cottage at Clem & Clyde's
2.0 star property
Oakdale,
10.0 out of 10, Exceptional, (2)
"Cottage was perfect! The fresh eggs given to us by the host made for an awesome breakfast! The host was great! My 2 energetic boys loved every animal. The host made sure to take my boys through every fence/gate there was to get my boys front and center with the animals. This isn’t just about money him seeing my boys smile and run around with the animals definitely made his day! Left about an hour ago and my boys already asked 17 times when we are going back! "
United States
jeff
$115 nightly
The price is $129
Jan 6 - Jan 7
Total with taxes and fees
The Tiny Cottage at Clem & Clyde's

Lakeside cottage ON the water with beautiful views up the lake!

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (192)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
$239 nightly
The price is $271
Jan 6 - Jan 7
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
2.0 star property
Old Lyme
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
$171 nightly
The price is $193
Jan 7 - Jan 8
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
2.0 star property
Old Mystic
10.0 out of 10, Exceptional, (7)
"Charming and unique destination! It felt like we were staying in a museum and enjoyed the comfort of the beds, linens and delicious apple pie. Definitely plan on returning! "
United States
Lacia S.
$190 nightly
The price is $215
Jan 21 - Jan 22
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Killingworth
10.0 out of 10, Exceptional, (54)
"Amazing property, we loved everything about it, highly recommended, will stay again "
United States
Rick
$713 nightly
The price is $808
Jan 6 - Jan 7
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (220)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
$227 nightly
The price is $257
Jan 7 - Jan 8
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (16)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
$226 nightly
The price is $256
Jan 20 - Jan 21
Total with taxes and fees
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

Charming 1845 Home in the Heart of Mystic – Walk to Everything!

Charming 1845 Home in the Heart of Mystic – Walk to Everything!
Mystic
9.8 out of 10, Exceptional, (158)
"Beautiful charming house , walking distance to Mystic shops and eateries. "
United States
Elizabeth M.
$197 nightly
The price is $223
Jan 6 - Jan 7
Total with taxes and fees
Charming 1845 Home in the Heart of Mystic – Walk to Everything!
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

Find out more about Old Saybrook

Everything you need to know about Old Saybrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Old Saybrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Old Saybrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Old Saybrook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Saybrook. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Old Saybrook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Old Saybrook rentals

At Expedia, we put the best Old Saybrook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Old Saybrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Old Saybrook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Saybrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 53 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 Chalker Beach.

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.