Search Vacation Homes in Westbrook

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 475 Vacation Homes in Westbrook with updated reviews, rates, and availability.

Large Charming Historic House close to Beaches
Fridge, microwave, oven, dishwasher

Large Charming Historic House close to Beaches

9.6 out of 10, Exceptional, (23)
"This was the BEST decision for our family. The house was very cozy, old charm feel with some modern updates. The downstairs bathroom had a Spa vibe. We loved the 6 bedrooms & spacious kitchen & dining room. Loved how close it was to food & entertainment. The walk to the beach was only 10 minutes & very safe. We are use to blinds and/or shades, so just having light curtains for the windows was"
Large Charming Historic House close to Beaches
Waterfront House with picture-perfect views from all 3 levels.
Interior

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (79)
"Hosts were great with easy and quick communication! House was very clean and everything is clearly labeled. "
Waterfront House with picture-perfect views from all 3 levels.
Luxe Lake House in Connecticut
Fridge, microwave, oven, stovetop

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"The house easily accommodated my friends and family for a weekend of relaxation. The place is very spacious with all modern amenities. We especially loved waking up to the gorgeous view of the lake in the back. The views were breathtaking. Would definitely consider going back. "
The price is SAR 1,257
SAR 3,317 total
includes taxes & fees
12 Mar - 13 Mar
Luxe Lake House in Connecticut
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Beach nearby, sun loungers, beach towels

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (87)
"Everything was just fine - nothing spectacular but good enough for a short stay. Extremely safe feeling location"
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Oceanfront Beach House lay in bed and hear the waves, boats , birds
On the beach, sun loungers, beach towels

Oceanfront Beach House lay in bed and hear the waves, boats , birds

10.0 out of 10, Exceptional, (18)
"Very fun location near the beach. Beach is small but really a nice place to be. House worked well for our family of 4. Sun room was very nice."
Oceanfront Beach House lay in bed and hear the waves, boats , birds
Regency Inn & Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Regency Inn & Suites

The price is SAR 285
SAR 468 total
includes taxes & fees
11 Mar - 12 Mar
Regency Inn & Suites
Historical New England coastal holiday home-2 min. from Ocean Beach
Interior

Historical New England coastal holiday home-2 min. from Ocean Beach

10.0 out of 10, Exceptional, (34)
"Everything was amazing! The house, the owners and time with friends. The house was wonderfully appointed, the beds were comfortable and the water was in sight from the front porch. Would DEFINITELY stay here again! "
Historical New England coastal holiday home-2 min. from Ocean Beach
Amazing Lakefront Property
Dining

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Beach nearby

Insta-worthy Couples Retreat: Perfect for romantic getaway!

9.6 out of 10, Exceptional, (45)
"We stayed for the weekend to attend a wedding nearby and it was the perfect little cottage for a beach getaway! The place was very clean and so beautifully decorated, and the location can't be beat!"
The price is SAR 450
SAR 1,057 total
includes taxes & fees
10 Apr - 11 Apr
Insta-worthy Couples Retreat: Perfect for romantic getaway!
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Outdoor spa tub

Waterfront Lakehouse in Clinton, CT with Hot Tub!

7.0 out of 10, Good, (2)
"My family and I absolutely loved our stay at this home! It was the perfect retreat for us, and we thoroughly enjoyed the hot tub and the breathtaking sunset views, especially while cooking in the beautifully designed kitchen. The kitchen was fully equipped, making it easy to prepare an amazing family dinner. The town of Clinton was absolutely charming, with the friendliest people, and we fell in love with Hammonasset Beach—it’s a must-visit! We’ll definitely be returning in the summer. The...
Waterfront Lakehouse in Clinton, CT with Hot Tub!
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Terrace/patio

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕

9.8 out of 10, Exceptional, (127)
"We loved our stay!"
The price is SAR 1,080
SAR 2,211 total
includes taxes & fees
11 Mar - 12 Mar
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
On the beach, beach towels

Gorgeous Victorian direct ocean front single family six bedroom, ten rooms

10.0 out of 10, Exceptional, (59)
"Our family ranged in ages from 13 to 96. We were 12 people for a couple days and then 10. We all had a marvelous time and my mom just can’t stop talking about how beautiful the view and the antique furniture was. It was difficult for that many people only having two bathrooms, but we made it work. We did run out of hot water so we learned to scatter showers when possible. The view is amazing and the location was wonderful for us. I can’t say enough, how accommodating our hostess was. We told her...
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
New Madison beach house - Ocean front- Great views- booking Summer 2025
Exterior

New Madison beach house - Ocean front- Great views- booking Summer 2025

10.0 out of 10, Exceptional, (56)
"Great location "
New Madison beach house - Ocean front- Great views- booking Summer 2025
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
Bar (on property)

Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access

10.0 out of 10, Exceptional, (1)
"It was fine for what we needed it for . Sheets were clean and the tv worked ."
The price is SAR 311
SAR 433 total
includes taxes & fees
11 Mar - 12 Mar
Regency Inn and Suites - Handicapped Non Smoking with Mobilty Access
The SandPiper
Terrace/patio

The SandPiper

9.6 out of 10, Exceptional, (20)
"My friends and I stayed here for a night after a wedding. It was the perfect place to stay after a long day. Host was kind and helpful with anything I needed! "
The SandPiper
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Sun loungers, beach towels

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

10.0 out of 10, Exceptional, (13)
"The apartment was on the first floor, we had access to park in the driveway. The apartment was recently renovated, clean and well stocked with everything you need. Walking distance to town. Very spacious and comfortable. would definitely stay again!"
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Historic Essex Home w/ Large Yard Near Downtown!
TV

Historic Essex Home w/ Large Yard Near Downtown!

10.0 out of 10, Exceptional, (45)
"A lovely home in a great area! We will be back!"
Historic Essex Home w/ Large Yard Near Downtown!
The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping
Fridge, microwave, oven, stovetop

The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping

10.0 out of 10, Exceptional, (9)
"This is the best you could ever stay at. The owner goes above and beyond for their guests and everything is just perfect. We stayed there twice so far and looking forward to many more because we have family we visit in the area. 5 stars isn’t enough. Definitely a place you want to stay at. "
The Dollhouse is conveniently located. Mystic, Beaches, parks, casinos, shopping
Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+
Outdoor pool

Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+

10.0 out of 10, Exceptional, (10)
"This may very well be the nicest house we have ever stayed in! It was spacious, clean and well stocked. It was so nice not to have to bring our own linens! We were pleasantly surprised with a hot tub. Thank you for a great stay!"
Expansive Beautiful Ranch with Pool and hot tub. Close to Beach Sleeps 20+
Waterfront Beach House
Terrace/patio

Waterfront Beach House

9.6 out of 10, Exceptional, (42)
"The property is nicely located on the water and convenient to many attractions. "
Waterfront Beach 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.
Don't see what you're looking for?
See all available properties in Westbrook
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Westbrook

Waterfront House with picture-perfect views from all 3 levels.
Interior

Waterfront House with picture-perfect views from all 3 levels.

9.6 out of 10, Exceptional, (79)
"Hosts were great with easy and quick communication! House was very clean and everything is clearly labeled. "
Waterfront House with picture-perfect views from all 3 levels.
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Beach nearby, sun loungers, beach towels

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

9.8 out of 10, Exceptional, (107)
"Cute place, very clean"
The price is SAR 833
SAR 1,919 total
includes taxes & fees
11 Mar - 12 Mar
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Cozy Westbrook Vacation Rental - Walk to Beach!
Aerial view

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (13)
"My college friends and I try to get away a few times a year and our latest weekend trip was to Westbrook. I love the Connecticut shore any time of year but off season is my favorite (very affordable hahaha). I was so happy when I walked into this house - sooooo clean, it had everything we needed in the kitchen, comfortable beds, and a very responsive host (thank you Wendy!). Even though it was March we were lucky enough to bundle up and enjoy coffee out on the patio! I can’t say enough about...
Cozy Westbrook Vacation Rental - Walk to Beach!
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.