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Centerbrook Vacation Rentals

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Our top choices for Centerbrook vacation rentals

1. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (186 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
The price is CA $199
CA $348 total
includes taxes & fees
Oct 5 - Oct 6
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2. Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town
Westbrook Center
9.2 out of 10, Wonderful, (17 reviews)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is CA $243
CA $675 total
includes taxes & fees
Sep 9 - Sep 10
Adorable Cottage, 5 min walk to water & town

3. 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, (28 reviews)
"Very nice cozy cottage, the host was very friendly"
United States
Wink V.
The price is CA $242
CA $443 total
includes taxes & fees
Oct 7 - Oct 8
The gardners Cottage 1 mile from long Island Sound - pet friendly

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.
The price is CA $399
CA $784 total
includes taxes & fees
Sep 21 - Sep 22
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

5. 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, (12 reviews)
"Very clean & comfortable home, great host & location! "
United States
Becky W.
The price is CA $277
CA $626 total
includes taxes & fees
Sep 9 - Sep 10
Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

6. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (55 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $173
CA $326 total
includes taxes & fees
Oct 5 - Oct 6
1-bedroom cottage with Grove Beach 🏖️ access.

7. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (42 reviews)
"Simple process, plenty of room, ample parking and no issues with noise from the business above. "
United States
Amber J.
The price is CA $187
CA $326 total
includes taxes & fees
Sep 24 - Sep 25
Walk To Goodspeed Opera House!

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (53 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $415
CA $474 total
includes taxes & fees
Sep 30 - Oct 1
North Fork Resort

9. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!
Clinton
9.8 out of 10, Exceptional, (6 reviews)
"Was very happy with how wonderfully beautiful the place was. The host was excellent and answered any questions I had promptly. I really appreciate how nice he was."
United States
Elizabeth C.
The price is CA $275
CA $871 total
includes taxes & fees
Sep 29 - Sep 30
LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

10. 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 CA $275
CA $813 total
includes taxes & fees
Sep 8 - Sep 9
Beachside Bliss w/ Game Room, Gym & Golf Green

11. 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.
The price is CA $215
CA $428 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Lakefront Tiny House

12. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is CA $404
CA $585 total
includes taxes & fees
Sep 27 - Sep 28
Cliffside Resort Condominiums

13. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (9 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is CA $166
CA $366 total
includes taxes & fees
Sep 8 - Sep 9
Lakefront Boho Tiny House

14. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (11 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is CA $156
CA $207 total
includes taxes & fees
Sep 7 - Sep 8
The Tiny Cottage & Mini Farm

15. Lakeside Bliss

Lakeside Bliss
East Lyme
9.6 out of 10, Exceptional, (31 reviews)
"Lovely house - excellently equipped and fun decor. The owner was gracious and flexible and the location is beautiful. "
United States
Brenda M.
The price is CA $497
CA $759 total
includes taxes & fees
Sep 15 - Sep 16
Lakeside Bliss

16. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (1 review)
"We really enjoyed our stay. It was very peaceful and relaxing. The view of the lake from sunrise to sunset was truly breathtaking."
United States
Chuck T.
The price is CA $349
CA $679 total
includes taxes & fees
Sep 8 - Sep 9
Direct Lakefront - Stunning Views and Panoramic Sunsets
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 Centerbrook Hotel Reviews

Find out more about Centerbrook

Everything you need to know about Centerbrook 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 Centerbrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Centerbrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Centerbrook vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Centerbrook vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Centerbrook vacation rentals we have selected for you start as low as CA $161 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Centerbrook rentals

At Expedia, we put the best Centerbrook 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 Centerbrook 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 Centerbrook 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 Centerbrook. 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 Centerbrook?

Yes, there are vacation rentals in Centerbrook close to Connecticut Valley Railroad State Park, or you can choose a more secluded option if you'd like a relaxing place to stay. Centerbrook is known for its shopping.

What are some of the best vacation rentals in Centerbrook?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental outside of Centerbrook is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Centerbrook?

Explore the area and family-friendly sights such as Essex Steam Train, or get out into nature at a spot like Goose Island. Connecticut Valley Railroad State Park and Essex Plaza Shopping Center are other places to visit while you're in town.

What’s a vacation rental in Centerbrook like?

Vacation rentals are private properties you can book for short or long periods in Centerbrook. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a small group gathering.