Old Saybrook Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Old Saybrook vacation rentals

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

1. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.8 out of 10, Exceptional, (66 reviews)
"Cozy vrbo with a great location to the beach, outlets shops and excellent restaurants!"
United States
Marcy C.
$206 nightly
The price is $235
Nov 11 - Nov 12
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

2. Sunny 1 Queen Bed Smk Free Parking

Sunny 1 Queen Bed Smk Free Parking
Niantic
10.0 out of 10, Exceptional, (45 reviews)
"More roomy than other budget motels around here."
United States
Anonymous traveler
$78 nightly
The price is $90
Nov 12 - Nov 13
Total with taxes and fees
Sunny 1 Queen Bed Smk Free Parking
A modern loft apartment with a dining area, kitchenette, and a cozy seating area.

3. 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
10.0 out of 10, Exceptional, (1 review)
"Able to walk to all the nearby restaurants with this location, including the beach. Very clean rooms with 2 TVs and controllable AC. Would definitely visit here again."
United States
Mason T.
$260 nightly
The price is $295
Nov 11 - Nov 12
Total with taxes and fees
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

4. 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, (140 reviews)
"This house comfortably sleeps a lot of guests and has a well equipped kitchen. Everything was very clean. The hosts were very easy to communicate with and very helpful."
United States
Alexis L.
$482 nightly
The price is $549
Nov 16 - Nov 17
Total with taxes and fees
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
A cozy room with a bed, a dining table set with bowls and spoons, and a view of a lake and trees.

5. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (12 reviews)
"This place was amazing! Tiny house was spotless with everything you need for a home away from home. Being right on the lake was so relaxing and peaceful. If you’re looking for a quiet couples weekend away, run to book this house!"
United States
Linda M.
$217 nightly
The price is $247
Nov 11 - Nov 12
Total with taxes and fees
Lakefront Boho Tiny House
A living room with a fireplace, a sofa, a coffee table, and a cabinet.

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

Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
Old Saybrook
10.0 out of 10, Exceptional, (15 reviews)
"Cute little house with excellent amenities. Perfect for our cousins getaway!"
United States
Karol T.
$399 nightly
The price is $455
Nov 15 - Nov 16
Total with taxes and fees
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.
A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

7. Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (5 reviews)
"gorgeous tiny home on a tranquil lake!"
United States
Richard R.
$230 nightly
The price is $262
Nov 11 - Nov 12
Total with taxes and fees
Cozy Lakefront Tiny House
A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

8. The gardners Cottage 1 mile from long Island Sound - pet friendly

The gardners Cottage 1 mile from long Island Sound - pet friendly
Clinton
9.8 out of 10, Exceptional, (32 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
$300 nightly
The price is $341
Nov 11 - Nov 12
Total with taxes and fees
The gardners Cottage 1 mile from long Island Sound - pet friendly
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

9. Cozy 2 Full Beds | Smoking Wifi

Cozy 2 Full Beds | Smoking Wifi
Niantic
10.0 out of 10, Exceptional, (51 reviews)
"'A good choice as a clean stopover spot offering free parking close by making travel easier."
United States
Anonymous traveler
$81 nightly
The price is $93
Nov 15 - Nov 16
Total with taxes and fees
Cozy 2 Full Beds | Smoking Wifi
A modern kitchen with a granite island, stainless steel appliances, and a bar area with bar stools.

10. Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (4 reviews)
"Very lovely home! We very much enjoyed our stay and hope to be back again!"
United States
Morgan M.
$533 nightly
The price is $607
Dec 1 - Dec 2
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

11. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Very clean and comfortable"
United States
Francine F.
$497 nightly
The price is $566
Nov 11 - Nov 12
Total with taxes and fees
Adorable Cottage with Cottage porch, walk to water & town
A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

12. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
$355 nightly
The price is $405
Dec 1 - Dec 2
Total with taxes and fees
Westbrook Getaway-Near Beaches, Train & Shoreline
A beach with a house in the background, a clear sky, and a calm sea.

13. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
Madison
9.4 out of 10, Exceptional, (3 reviews)
"Cozy cottage was perfect for our long weekend in Madison!"
United States
Samantha D.
$252 nightly
The price is $287
Nov 15 - Nov 16
Total with taxes and fees
Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

14. Cozy 2 Full Beds|Free Parking & Wifi

Cozy 2 Full Beds|Free Parking & Wifi
Niantic
10.0 out of 10, Exceptional, (55 reviews)
"Close to local spots, good value for what you get."
United States
Anonymous traveler
$81 nightly
The price is $93
Nov 11 - Nov 12
Total with taxes and fees
Cozy 2 Full Beds|Free Parking & Wifi
A wooden deck with a table and chairs overlooking a lake, surrounded by trees.

15. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (6 reviews)
"Very peaceful and quiet. Beautiful view of the lake. Would definitely book again."
United States
James C.
$503 nightly
The price is $572
Nov 23 - Nov 24
Total with taxes and fees
Direct Lakefront - Stunning Views and Panoramic Sunsets
A dining area with a round wooden table set for six, surrounded by chairs. There is a potted plant on the table, and a small table with a plant and a water bottle in the background.

16. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
10.0 out of 10, Exceptional, (1 review)
"Great spot Very clean"
United States
Dorothy W.
$345 nightly
The price is $392
Nov 11 - Nov 12
Total with taxes and fees
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

17. Cozy Queen Bed Room |Free Parking

Cozy Queen Bed Room |Free Parking
East Lyme
10.0 out of 10, Exceptional, (55 reviews)
"Our group found the rooms spacious enough and appreciated nearby amenities. It was easy to get around from this location."
United States
Anonymous traveler
$78 nightly
The price is $90
Nov 11 - Nov 12
Total with taxes and fees
Cozy Queen Bed Room |Free Parking
A modern living room with a large TV, white cabinetry, and a view of the outdoors.

18. Charming beach home, complete with pool & cozy guest house!

Charming beach home, complete with pool & cozy guest house!
Clinton
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful, open and clean. Perfect for a family stay!"
United States
Juliana A.
$1,042 nightly
The price is $1,186
Nov 12 - Nov 13
Total with taxes and fees
Charming beach home, complete with pool & cozy guest house!
A hotel lobby with a reception desk, a television mounted on the wall, a small seating area with chairs, and a window providing a view outside.

19. Spacious 2-bed | Free Parking & Wifi

Spacious 2-bed | Free Parking & Wifi
Niantic
10.0 out of 10, Exceptional, (53 reviews)
"Well-organized accommodations met my needs well during this visit."
United States
Anonymous traveler
$85 nightly
The price is $98
Nov 11 - Nov 12
Total with taxes and fees
Spacious 2-bed | Free Parking & Wifi
A hotel room with a bed, a nightstand, a wall-mounted lamp, and a window with curtains.

20. Cozy 2 Full Beds | ADA/Tub

Cozy 2 Full Beds | ADA/Tub
Niantic
10.0 out of 10, Exceptional, (46 reviews)
"Location felt better than some pricier hotels nearby when considering value provided."
United States
Anonymous traveler
$81 nightly
The price is $93
Nov 25 - Nov 26
Total with taxes and fees
Cozy 2 Full Beds | ADA/Tub
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

A beachside outdoor seating area with white Adirondack chairs and a fire pit.
Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport

10/10 Excellent

We had a lovely stay.
United States
Nicole
Reviewed June 22, 2024
Silver Sands Motel & Beach Bungalows

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 $89 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 Katharine Hepburn Cultural Arts Center, 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 air-conditioning 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 47 Expedia vacation rentals in Old Saybrook for a memorable vacation.

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

Harvey's Beach and Connecticut River are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Saybrook Country Barn. 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.

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