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Vacation rentals in Westbrook

Find 158 available vacation homes from 9 partners
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Top 15 Recommended vacation rentals in Westbrook

Find your perfect vacation rental in Westbrook from just $175 per night!

House Westbrook
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly vacation home with BBQ & yard | Beach view | Dogs allowed

Westbrook, Middlesex County, Connecticut, United States
from $284
per night
from $284
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 3 bedrooms

Children-friendly house with barbecue | Water view

Westbrook, Middlesex County, Connecticut, United States
from $232
per night
from $232
per night
View deal
House Westbrook
House ∙ 8 guests ∙ 3 bedrooms

Family-oriented house with BBQ & terrace | Nature view | Pet-friendly

Westbrook, Middlesex County, Connecticut, United States
from $363
per night
Outstanding(118 ratings)
from $363
per night
View deal
Cabin Westbrook
Cabin ∙ 4 guests ∙ 3 bedrooms

Child-friendly cottage with grill, patio & garden | Nature view

Westbrook, Middlesex County, Connecticut, United States
from $314
per night
Excellent(65 ratings)
from $314
per night
View deal
Cabin Westbrook
Cabin ∙ 5 guests ∙ 3 bedrooms

Child-friendly cottage with BBQ, terrace & yard | Nature view

Westbrook, Middlesex County, Connecticut, United States
from $275
per night
Outstanding(33 ratings)
from $275
per night
View deal
House Westbrook
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly beautiful house with terrace, barbeque & yard | Nature view | Dogs allowed

Westbrook, Middlesex County, Connecticut, United States
from $438
per night
Outstanding(75 ratings)
from $438
per night
View deal
House Westbrook
House ∙ 7 guests ∙ 2 bedrooms

Family-oriented vacation home with grill & garden | Nature view

Westbrook, Middlesex County, Connecticut, United States
from $511
per night
Outstanding(15 ratings)
from $511
per night
View deal
House Westbrook
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with BBQ & terrace

Westbrook, Middlesex County, Connecticut, United States
from $156
per night
Outstanding(74 ratings)
from $156
per night
View deal
House Westbrook
House ∙ 10 guests ∙ 4 bedrooms

Children-friendly pleasant house with grill, patio & yard

Westbrook, Middlesex County, Connecticut, United States
from $552
per night
Outstanding(57 ratings)
from $552
per night
View deal
Cabin Westbrook
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with barbecue & garden | Good for workation

Westbrook, Middlesex County, Connecticut, United States
from $260
per night
Outstanding(132 ratings)
from $260
per night
View deal
House Westbrook
House ∙ 4 guests ∙ 2 bedrooms

Child-friendly nice house

Westbrook, Middlesex County, Connecticut, United States
from $369
per night
Outstanding(47 ratings)
from $369
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 2 bedrooms

Vacation home with garden, pool & terrace | Nature view

Westbrook, Middlesex County, Connecticut, United States
from $216
per night
from $216
per night
View deal
Cabin Westbrook
Cabin ∙ 7 guests ∙ 4 bedrooms

Cottage with grill & garden

Westbrook, Middlesex County, Connecticut, United States
from $271
per night
Excellent(14 ratings)
from $271
per night
View deal
Cabin Westbrook
Cabin ∙ 4 guests ∙ 2 bedrooms

Children-friendly beautiful cottage

Westbrook, Middlesex County, Connecticut, United States
from $294
per night
Outstanding(2 ratings)
from $294
per night
View deal
House Westbrook
House ∙ 6 guests ∙ 2 bedrooms

Family-friendly beautiful house with BBQ & patio

Westbrook, Middlesex County, Connecticut, United States
from $384
per night
Outstanding(4 ratings)
from $384
per night
View deal

Vacation Houses With Pools

House  Westbrook
from $651
per night
House ∙ 6 guests ∙ 4 bedrooms

House with garden, grill & private pool

5.0
Outstanding(5 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pool
View deal
Condo  Westbrook
from $624
per night
Condo ∙ 6 guests ∙ 1 bedroom

Condo with pool, terrace & grill

Westbrook, Middlesex County, Connecticut, United States
Pool
View deal
House  Westbrook
from $1,326
per night
House ∙ 12 guests ∙ 7 bedrooms

Children-friendly wonderful house with barbeque, terrace & pool | Good for workation

Westbrook, Middlesex County, Connecticut, United States
Pool
View deal
See all offers

Dog-Friendly Vacation Rentals

House  Westbrook
from $1,117
per night
House ∙ 8 guests ∙ 4 bedrooms

House with hot tub, terrace & barbeque | Nature view

5.0
Outstanding(26 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
View deal
House  Westbrook
from $270
per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbecue, yard & jacuzzi

5.0
Outstanding(10 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
View deal
Cabin  Westbrook
from $878
per night
Cabin ∙ 12 guests ∙ 4 bedrooms

Family-friendly cottage with BBQ & patio | Nature view | Pet-friendly

4.9
Outstanding(83 ratings)
Westbrook, Middlesex County, Connecticut, United States
Pet-friendly
View deal
See all offers

Vacation rentals with a balcony

House  Westbrook
from $318
per night
House ∙ 4 guests ∙ 2 bedrooms

House with 2 rooms for 4 persons

5.0
Outstanding(47 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
View deal
Apartment  Westbrook
from $175
per night
Apartment ∙ 3 guests ∙ 1 bedroom

Rental apartment with 1 room for 3 persons

4.9
Outstanding(12 ratings)
Westbrook, Middlesex County, Connecticut, United States
Balcony
View deal
House  Westbrook
from $385
per night
House ∙ 4 guests ∙ 2 bedrooms

House with 2 rooms for 4 persons

Westbrook, Middlesex County, Connecticut, United States
Balcony
View deal
See all offers

Budget-friendly Vacation Rentals in Westbrook

Find Fantastic yet Inexpensive Offers

House Westbrook
from $277
per night
House ∙ 6 guests ∙ 3 bedrooms

House with grill & terrace | Suitable for remote work

4.9
Outstanding(34 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
Cabin Westbrook
from $305
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with 2 rooms for 4 persons

5.0
Outstanding(6 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
Cabin Westbrook
from $247
per night
Cabin ∙ 5 guests ∙ 2 bedrooms

Fully equipped ample cottage

5.0
Outstanding(22 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal

Top-Rated Rentals and Accommodations in Westbrook

Book Vacation Rental Offers with the Highest User Rating

House Westbrook
from $459
per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, barbeque & yard

5.0
Outstanding(58 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
House Westbrook
from $378
per night
House ∙ 6 guests ∙ 3 bedrooms

House with barbeque & patio

4.9
Outstanding(57 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal
House Westbrook
from $275
per night
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio, grill & garden

4.9
Outstanding(46 ratings)
Westbrook, Middlesex County, Connecticut, United States
View deal

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Popular Rental Amenities in Westbrook

  • Pet-friendly (24)
  • Air conditioning (155)
  • WiFi (156)
  • Pool (55)
  • TV (138)
  • Kitchen (87)
  • No smoking (152)
  • Grill (98)
  • Balcony/patio (123)
  • Washing machine (73)
  • Fireplace (87)
  • Parking (2)

Finding a property with a pool shouldn't be too difficult in Westbrook. One-third of the rentals provide pools. Interestingly, our data shows that more hotel room have a pool than condo. In addition, they can host 6 vacationers, on average, while condo with pools can accommodate an average of 6 vacationers. You can also compare and find a rental with a pool near the water, which is the case for nearly all of the rentals in this destination.

Explore the New England seafront with a vacation homes in Westbrook

Along the banks of the Long Island Sound, Westbrook is a serene coastal town. Here you can relax in a waterfront cottage, unwind in a cozy bed and breakfast or an upscale resort and spa with views of the Sound.

Where are the unique attractions in Westbrook?

Outlets, fitness and nature walks

With a wide range of high-end stores, Tanger Outlets is the ideal destination for bargain-hunters. The picturesque grounds of the shopping center feature benches for relaxing on your shopping marathon, and even a life-size railroad locomotive.

Fitness on the Water is a fun-filled exercise spot for people of all ages. It offers an incredible waterfront view while you exercise. The fitness center provides many different types of classes and events.

The Stewert B. McKinney National Wildlife Refuge is a coastal reserve with well-maintained paths along the coast of Connecticut. These coastal wetlands are home to a variety of wildlife and birds.

Information about vacation rentals in Westbrook

🏡 Vacation rentals available 158 rentals
🌙 Nightly prices starting at $175
⭐ Popular amenities Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes 24 homes
🏊 Vacation rentals with pools 55 homes

Frequently Asked Questions

What is the typical nightly price for a vacation rental in Westbrook?

The price of a night's stay in Westbrook starts at $175. $649 is the average nightly price for house rentals in Westbrook. Bed and breakfast rentals in Westbrook cost on average $325 per night.

How many vacation homes are available to book in Westbrook?

There are currently 158 vacation rentals from 9 different providers in Westbrook.

What amenities are most popular for vacation rentals in Westbrook?

Most travelers look for Pets allowed, Air conditioning, and Internet when booking a vacation rental in Westbrook.

How many vacation homes with a pool are in Westbrook?

Westbrook offers 55 Hotel room and Condo on offer to book.

Are pets allowed in vacation homes in Westbrook?

If traveling with a pet in Westbrook, 15% of vacation homes allow pets.

What's the best month to travel to Westbrook?

Westbrook has its warmest time of year in July and August, with average nightly prices being around $175.

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