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Centerbrook Holiday Rentals

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Our top choices for Centerbrook holiday 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, (190 reviews)
"Beautiful cabin! Will def go again!"
United States
Morainny
The price is HK$1,012
HK$1,525 total
includes taxes & fees
21 Sept - 22 Sept
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 HK$1,299
HK$3,700 total
includes taxes & fees
21 Sept - 22 Sept
Adorable Cottage, 5 min walk to water & town

3. 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)
"Great host and property"
United States
Kevin K.
The price is HK$1,624
HK$4,112 total
includes taxes & fees
21 Sept - 22 Sept
Adorable Cottage with Cottage porch, walk to water & town

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 HK$2,259
HK$4,265 total
includes taxes & fees
28 Sept - 29 Sept
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

5. Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (43 reviews)
"Very convenient location with good parking"
United States
Anonymous traveller
The price is HK$1,028
HK$1,813 total
includes taxes & fees
22 Sept - 23 Sept
Walk To Goodspeed Opera House!

6. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Old Saybrook
9.8 out of 10, Exceptional, (41 reviews)
"Enjoyed our stay"
United States
Nicole L.
The price is HK$4,315
HK$7,308 total
includes taxes & fees
24 Sept - 25 Sept
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

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

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (2 reviews)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is HK$1,924
HK$5,078 total
includes taxes & fees
23 Sept - 24 Sept
Beachside Bliss w/ Game Room, Gym & Golf Green

8. The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
8.0 out of 10, Very good, (5 reviews)
"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."
United States
Janine
The price is HK$1,102
HK$2,174 total
includes taxes & fees
21 Sept - 22 Sept
The Stern at Soundview · Beach+Ocean+Sunrise

9. 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.
The price is HK$1,506
HK$3,599 total
includes taxes & fees
29 Sept - 30 Sept
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (56 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is HK$2,351
HK$2,686 total
includes taxes & fees
18 Oct - 19 Oct
North Fork Resort

11. 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 HK$2,817
HK$4,305 total
includes taxes & fees
27 Sept - 28 Sept
Lakeside Bliss

12. 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 HK$1,373
HK$2,436 total
includes taxes & fees
7 Oct - 8 Oct
The gardners Cottage 1 mile from long Island Sound - pet friendly

13. Direct Lakefront - Stunning Views and Panoramic Sunsets

Direct Lakefront - Stunning Views and Panoramic Sunsets
East Lyme
10.0 out of 10, Exceptional, (2 reviews)
"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 HK$1,717
HK$3,531 total
includes taxes & fees
21 Sept - 22 Sept
Direct Lakefront - Stunning Views and Panoramic Sunsets

14. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (292 reviews)
"Great place!"
United States
Christine
The price is HK$2,160
HK$3,338 total
includes taxes & fees
5 Oct - 6 Oct
Cliffside Resort Condominiums

15. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (59 reviews)
"We enjoyed our stay"
United States
JM B.
The price is HK$946
HK$1,801 total
includes taxes & fees
6 Oct - 7 Oct
1-bedroom cottage with Grove Beach 🏖️ access.

16. 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 HK$1,338
HK$2,604 total
includes taxes & fees
6 Oct - 7 Oct
Cozy Lakefront Tiny House

17. Direct waterfront renovated cottage.

Direct waterfront renovated cottage.
Madison Center
10.0 out of 10, Exceptional, (95 reviews)
"Great cottage on the Sound!"
United States
David S.
The price is HK$4,942
HK$7,843 total
includes taxes & fees
28 Sept - 29 Sept
Direct waterfront renovated cottage.

18. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (31 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is HK$5,099
HK$8,096 total
includes taxes & fees
21 Sept - 22 Sept
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

19. Keel at Soundview · Beach+OceanView+Sunrise

Keel at Soundview · Beach+OceanView+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"Very peaceful community. Great accommodations!"
United States
Joseph O.
The price is HK$1,203
HK$2,306 total
includes taxes & fees
21 Sept - 22 Sept
Keel at Soundview · Beach+OceanView+Sunrise

20. Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (10 reviews)
"Every thing was amazing "
United States
Annaliaa C.
The price is HK$949
HK$2,079 total
includes taxes & fees
21 Sept - 22 Sept
Lakefront Boho Tiny House
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

Search for holiday rentals in Centerbrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Centerbrook using one of the methods below:

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Frequently asked questions

Can I find a holiday rental in Centerbrook?

Yes, there are holiday rentals in Centerbrook close to Connecticut Valley Railroad State Park, or you can select a more secluded option if you're looking for a relaxing stay. Centerbrook is known for its shopping.

What are some of the best holiday rentals that Centerbrook has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Centerbrook is located on the beach, and has a balcony, a BBQ 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 that 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 holiday rental in Centerbrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Centerbrook. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips or small group gatherings.