Westbrook Holiday Rentals from €108: Search Short-Term Rentals

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Our top choices for Westbrook holiday rentals

A beach with waves, a clear sky, and a sandy shore.

1. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Westbrook Center

Mason T.

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

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

Westbrook Center

Donovan V.

includes taxes & fees

15 Oct - 16 Oct

A living room with a sofa, armchair, coffee table, and a television.

3. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

includes taxes & fees

12 Oct - 13 Oct

An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

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

Westbrook

Shannon G.

5. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook Center

Dorothy W.

includes taxes & fees

24 Oct - 25 Oct

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

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

Clinton

JM B.

includes taxes & fees

18 Oct - 19 Oct

7. Cliffside Resort Condominiums

Greenport

Christine

includes taxes & fees

1 Nov - 2 Nov

A cabin with a dining table set for two, a bicycle, and a small porch area.

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Stephanie

includes taxes & fees

9 Nov - 10 Nov

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

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

Clinton

Mary S.

includes taxes & fees

13 Oct - 14 Oct

A modern house with a deck, outdoor seating, and a fire pit.

10. North Fork Resort

Greenport

Harold

includes taxes & fees

12 Oct - 13 Oct

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

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

Old Saybrook

Becky W.

includes taxes & fees

12 Oct - 13 Oct

A beach with a house in the background, a clear sky, and a calm sea.

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

Madison

Samantha D.

includes taxes & fees

20 Oct - 21 Oct

A stone pier leading to a beach with houses in the background.

13. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme

Emily M.

includes taxes & fees

19 Oct - 20 Oct

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

14. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Alexis L.

includes taxes & fees

21 Oct - 22 Oct

A rocky shoreline with a beach and ocean in the background.

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

Old Lyme

"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."

Janine

includes taxes & fees

12 Oct - 13 Oct

A living room with a grey sofa, an orange armchair, a small round table, and a glass-top coffee table.

16. The Tiny Cottage & Mini Farm

Oakdale,

Angela A.

includes taxes & fees

13 Oct - 14 Oct

A beach with people relaxing on chairs and sunbathing.

17. Harbor Heights

Pipes Cove

Steven R.

includes taxes & fees

1 Nov - 2 Nov

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

18. The SandPiper

Pipes Cove

Julian V.

includes taxes & fees

2 Nov - 3 Nov

A large, white, multi-story building with a prominent tower and a flag on top.

19. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

includes taxes & fees

13 Oct - 14 Oct

A two-story house with a front porch, a balcony, and a driveway.

20. Grey comfort room

New London

JACQUELINE FELICIANO

includes taxes & fees

13 Oct - 14 Oct

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Top Westbrook Hotel Reviews

Sound View Greenport

8/10 Good

"There is no room to put anything in the bathroom. If u want lunch you have to leave the property. No food is available until 5. After a 3 and a half hour trip The last thing I wanted to do was get into the car again"

Hilton Garden Inn Wallingford/Meriden

10/10 Excellent

"We were there for only 1 night for a concert, but the grounds, public areas and rooms were clean, comfortable and relaxing. The staff was friendly, kind and helpful. Would stay again and I would recommand you to friends and relatives. Food wise was okay, but pricey."

The Captain Stannard

10/10 Excellent

"My wife and I enjoyed our stay at the Captain Stannard. The entire place was very clean and well kept. It is technically an unmanned hotel but employees do come and go occasionally. There is a sister bed and breakfast just across the street. Outside amenities are shared such as the B&Bs access to the river and kayaks. Not a problem for me but there are no TVs in the rooms. The first floor has several very large sitting areas and a section with cute french chairs and tables to eat the provided continental breakfast. Coffee is put out at 7am. There is also a Keurig coffe machine there at is always available. Nice porch with outside seating. The yard didn't specifically have any lawn furniture but there were a few plastic chairs stacked in the corner. Fairly short walk to the beach."

Find out more about Westbrook

Everything you need to know about Westbrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westbrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Westbrook holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westbrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westbrook. 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 Westbrook holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westbrook holiday rentals we have selected for you start as low as €108 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westbrook rentals

At Expedia, we put the best Westbrook holiday 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 Westbrook 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 Westbrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westbrook. 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 holiday rentals in Westbrook?

Yes, there are holiday rentals close to the most popular sights in Westbrook, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Westbrook speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the spas and shopping during your trip.

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

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Westbrook 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.

How many holiday rentals will I find in Westbrook?

Expedia has 47 holiday rentals for your stay in Westbrook.

What can I see and do in Westbrook?

Explore the area and family-friendly sights such as Essex Steam Train, or get out into nature at a spot like Westbrook Town Beach. In the wider area, you’ll find Tanger Outlets and Chalker Beach.

What are holiday rentals like in Westbrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westbrook. Holiday rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Westbrook holiday rentals

1. Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

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

3. Westbrook Getaway-Near Beaches, Train & Shoreline

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

5. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach