Old Saybrook Vacation Rentals

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Check prices for these dates

In two weeks
Jan 23 - Jan 25
In two months
Mar 6 - Mar 8
In three months
Apr 3 - Apr 5
In four months
May 1 - May 3

Our top choices for Old Saybrook vacation rentals

1 bedroom, desk, iron/ironing board, travel crib
1-bedroom cottage with Grove Beach 🏖️ access.

Cottage in Clinton

1-bedroom cottage with Grove Beach 🏖️ access.
9.6 out of 10, Exceptional, (34)
"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.
1 bedroom, free WiFi, bed sheets
Lakefront Boho Tiny House

Mobile Home in East Lyme

Lakefront Boho Tiny House
10.0 out of 10, Exceptional, (4)
"Every thing was amazing "
United States
Annaliaa C.
$185 nightly
The price is $209
Jan 8 - Jan 9
Total with taxes and fees
Lakefront Boho Tiny House
Exterior
Cozy Lakefront Tiny House

Mobile Home in East Lyme

Cozy Lakefront Tiny House
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.
$186 nightly
The price is $211
Jan 8 - Jan 9
Total with taxes and fees
Cozy Lakefront Tiny House
Interior
Adorable Cottage, 5 min walk to water & town

Vacation Home in Westbrook Center

Adorable Cottage, 5 min walk to water & town
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.
$383 nightly
The price is $433
Jan 8 - Jan 9
Total with taxes and fees
Adorable Cottage, 5 min walk to water & town
Dining
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

Vacation Home in Clinton

LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
2.0 star property
10.0 out of 10, Exceptional, (3)
"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "
United States
Elya D.
$471 nightly
The price is $533
Jan 13 - Jan 14
Total with taxes and fees
LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!
Exterior
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Cottage in Old Saybrook Center

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
9.6 out of 10, Exceptional, (41)
"Great property, would stay here again."
United States
charles b.
$473 nightly
The price is $535
Jan 11 - Jan 12
Total with taxes and fees
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Vacation Home in Westbrook

Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$448 nightly
The price is $509
Jan 21 - Jan 22
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
Property grounds
Stylish Modern Stay Steps from the Ocean

Vacation Home in Clinton

Stylish Modern Stay Steps from the Ocean
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.
$297 nightly
The price is $336
Jan 8 - Jan 9
Total with taxes and fees
Stylish Modern Stay Steps from the Ocean
Interior
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Vacation Home in Saybrook Manor

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (133)
"We loved our stay!"
United States
Deana L.
$453 nightly
The price is $513
Jan 8 - Jan 9
Total with taxes and fees
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
View from property
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Cabin in East Haddam

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (99)
"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "
United States
Aliah
$149 nightly
The price is $171
Jan 8 - Jan 9
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Living area
The Tiny Cottage at Clem & Clyde's

Cottage in Oakdale,

The Tiny Cottage at Clem & Clyde's
2.0 star property
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 8 - Jan 9
Total with taxes and fees
The Tiny Cottage at Clem & Clyde's
Property grounds
A Mystic Stay as Sweet as Apple Pie!

Vacation Home in Old Mystic

A Mystic Stay as Sweet as Apple Pie!
2.0 star property
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.
$191 nightly
The price is $217
Jan 8 - Jan 9
Total with taxes and fees
A Mystic Stay as Sweet as Apple Pie!
Property grounds
Lakeside cottage ON the water with beautiful views up the lake!

Cottage in Ledyard

Lakeside cottage ON the water with beautiful views up the lake!
9.8 out of 10, Exceptional, (192)
"The place was amazing. The hot tub and the views were breathtaking. Fully stocked with towels, blankets, cleaning supplies, etc. We will be returning."
United States
Donna A.
$238 nightly
The price is $270
Jan 8 - Jan 9
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
On the beach
The Stern at Soundview · Beach+Ocean+Sunrise

Apartment in Old Lyme

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
$171 nightly
The price is $193
Jan 8 - Jan 9
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
Property grounds
Lakeside cottage overhanging the water, beautiful window views across the lake

Cottage in Ledyard

Lakeside cottage overhanging the water, beautiful window views across the lake
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 8 - Jan 9
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
Fridge, microwave, oven, stovetop
Stevedore Landing-#3 · walk downtown Mystic · train · aquarium

Apartment in Stonington

Stevedore Landing-#3 · walk downtown Mystic · train · aquarium
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
Interior
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cottage in Waterford

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
2.0 star property
10.0 out of 10, Exceptional, (14)
"Cottage was perfect. Immaculate, well equipped, beautifully decorated. It had everything we needed! My family and I loved our stay here and will definitely be back."
United States
Nina B.
$265 nightly
The price is $302
Jan 8 - Jan 9
Total with taxes and fees
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Outdoor dining
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Condo in Norwich

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
10.0 out of 10, Exceptional, (41)
"Clean and cute place. This was the perfect little get away for my wife and I. Pool and hot tub close by. "
United States
Corey D.
$202 nightly
The price is $228
Jan 8 - Jan 9
Total with taxes and fees
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
Beach nearby
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

Vacation Home in New London

Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
8.0 out of 10, Very Good, (17)
"Easy access. We loved our short stay. I would return again. "
United States
Suzanne M.
$177 nightly
The price is $200
Jan 11 - Jan 12
Total with taxes and fees
Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA
Apartment (2 Bedrooms) | Interior
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Apartment in West Haven

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
$311 nightly
The price is $358
Jan 8 - Jan 9
Total with taxes and fees
2 Mi to Beach, Shared Yard Space: West Haven Apt!
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

Hilton Mystic

Hilton Mystic

10/10 Excellent
"Clean rooms, easy check in, right across the street from the aquarium and tons of shops!"
Lyndsay 1-night trip
Posted 20 hours ago
Hilton Mystic

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.

Explore a world of travel with Expedia

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.