Holiday Rentals Westbrook from £89: Find Short-Term Rentals & Holiday Accommodations

Check prices for these dates

In two weeks

In two months

In three months

In four months

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 Sept - 4 Sept

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

"It was close to a very pretty beach, which was nice. The neighborhood is very quiet. The only downside was that the bedrooms were up stairs and the stairs were very steep. I didn’t notice that in the write up to the property it might have changed my rental of it. I would rate it very highly for anyone that doesn’t have trouble with stairs. The air conditioning was excellent, and the property is well appointed the owners were lovely and responsive."

Sandra Hart

includes taxes & fees

9 Sept - 10 Sept

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

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

Westbrook

Shannon G.

includes taxes & fees

8 Sept - 9 Sept

4. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook Center

Dorothy W.

includes taxes & fees

3 Sept - 4 Sept

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

5. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

includes taxes & fees

3 Sept - 4 Sept

A cabin with a large window, surrounded by trees.

6. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Morainny

includes taxes & fees

1 Oct - 2 Oct

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

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

Clinton

Wink V.

includes taxes & fees

8 Sept - 9 Sept

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

8. North Fork Resort

Greenport

Lisa

includes taxes & fees

7 Sept - 8 Sept

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

9. 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

3 Sept - 4 Sept

10. Cliffside Resort Condominiums

Greenport

Christine

includes taxes & fees

27 Sept - 28 Sept

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

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

Madison

Samantha D.

includes taxes & fees

8 Sept - 9 Sept

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

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

Old Lyme

Emily M.

includes taxes & fees

29 Sept - 30 Sept

A rocky shoreline with a clear view of the ocean and a distant shoreline with buildings.

13. Keel at Soundview · Beach+OceanView+Sunrise

Old Lyme

Joseph O.

includes taxes & fees

3 Sept - 4 Sept

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

14. Walk To Goodspeed Opera House!

East Haddam

Amber J.

includes taxes & fees

9 Sept - 10 Sept

A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

15. Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

Haddam

Kate F.

includes taxes & fees

15 Sept - 16 Sept

A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

16. Cozy Lakefront Tiny House

East Lyme

Richard R.

includes taxes & fees

29 Sept - 30 Sept

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

17. The Tiny Cottage & Mini Farm

Oakdale,

Jeffrey H.

includes taxes & fees

7 Sept - 8 Sept

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

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

Saybrook Manor

Alexis L.

includes taxes & fees

21 Sept - 22 Sept

A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

19. Cozy Studio: Indoor Hot Tub & Inground Pool Access

Montville

Eduardo

View all properties

Find holiday rentals that suit your style

Cottages

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Westbrook Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Reasonable price, nice staff, clean rooms. Fills the need for a short stay!"

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

10/10 Excellent

"Such a lovely stay in this 100 year-old cottage! We loved the cozy, nostalgic vibe and all the character. It felt like stepping back in time in the best possible way. Truly a special place! HOST was terrific!"

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 £89 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?

Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street: This holiday home rental outside of Westbrook is located on the waterfront, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 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.

Room 1

Change your mind

Treat yourself

Be picky

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

4. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

5. 1-bedroom cottage with Grove Beach 🏖️ access.

6. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy