
House holiday rentals in Westbrook
Find and book unique houses on Airbnb
Quick stats about house rentals in Westbrook

Total holiday rentals
Explore 80 holiday rentals in Westbrook

Nightly prices starting at
Westbrook holiday rentals start at $112 AUD per night before taxes and fees

Verified guest reviews
Over 2,430 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Westbrook holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Westbrook rentals

4.9 Average rating
Westbrook stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated house rentals in Westbrook
Guests agree: These houses are highly rated for location, cleanliness and more.

Year Round Beach House in Old Saybrook, CT.- Pets
Our Beautiful Home is Located in Saybrook Manor Association and only a short walk to the beach . We have 4 Bedrooms that can accomadate 8 people,pull out couch,2 bathrooms, a Dining Room,Kitchen, and Spacious Living room.Our Yard is fenced in for your privacy & pets.Our home comes with many ammenities such as movies,games,kayaks, Clamming &Crabbing tools,Bikes,Floats & Beach Chairs.We have a beautiful backyard to enjoy games,barbecue or just to relax & unwind.Enjoy our beautiful & quaint beach

Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

The Dragon Fly Garden
The phrase "nestled in nature” is the best way to describe the dragonfly's den. Sitting on the trail head to over 1,000 acres of the Cocaponsette State Forest across from Messerschmidt pond and just three miles from the winding salt water marsh water way you won't find a better mix of activities. Golf & boating are just moments away. Mountain biking & Trail running off the property. This country cottage boasts lake views, wildlife and wandering trails to loose yourself within. 1GB internet

Steps to Beach! *Cozy Cottage* Pet Friendly
Relax and enjoy the beach life in this newly renovated charmer just steps from The Saybrook Manor Assoc private beach which is only available to Saybrook Manor Assoc members. Enjoy cooking your favorite family meals in our fully stocked kitchen or venture out to some of the best restaurants on The CT Shore with a short 5-15 min drive. Free wifi for work or entertainment , private outdoor patio dining and serenity await you. You will feel at home in our little slice of heaven on The Shore.

Beachfront Paradise
Beautiful beachfront home available weekly in season (6/20/26-9/5/26) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, movie theatre, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Amazing 2BR Riverfront Gem
Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.

Waterfront Retreat on the Mystic River
This kayakers paradise is a waterfront home secluded on 2.5 wooded acres along the Mystic River. Views of the water, tidal marsh, woods, and wildlife are constantly changing. Owned by two designers, this home’s modern aesthetic has interesting art, objects, furniture, lighting & textiles. Dine & relax on the porch, paddle kayaks on the river, walk on the scenic road into downtown Mystic, or visit nearby beaches and family destinations.

Best of both worlds!
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park! The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun. We’ve made great memories there over the years and are now looking to share it with others!

Treasured 1924 Colonial "Sweet Caroline"
"Sweet Caroline" is a charming 4 bedroom shoreline colonial that has been recently renovated to provide an up-to-date feel while maintaining it's 1920's charm. We fell in love with this home last summer while visiting friends and family and decided to make it our home away from home. We have enjoyed her so much that we decided to share her with others seeking similar cozy, New England shoreline, accommodations.

Walk to Breakwater Beach in Heart of Wine Country
Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.
Popular amenities for Westbrook house rentals
House rentals with a pool

Casino Wine Down House with Winter Igloo

3 BR/Pool. Walk to Beach & Town!

Private Oasis W/Stunning Vinyard and Pool Views

Private & Pristine with Pool and Kid’s Playard

Serene ~ 1 block to water ~ Large pool + privacy

East Hampton Oasis - Pool and Hot Tub

Amazing Home close to Everything -

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos
Weekly house rentals

Cozy beach cottage close to everthing

Seas the Day at the CT Shoreline

Water Views and Walk to Beach

Soundscape Beachfront House!

Ideal Historic Home in Essex Village

Waterfront Oasis 4Bdr/2b

4 Bedrooms Modern Home with Water View & Access

Mulberry Seaside Cottage
Private house rentals

North Fork Waterfront Escape · Sunset Views

Adorable Beach House on LI Sound

Guilford Field House

Light-filled Retreat by the Bay

South Beach Oasis

Direct Waterfront Beach House with panoramic views

Modern *NEW* Kitchen, The Winding Rock House!

Spectacular Silo House on Litchfield Hills Estate
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $355 AUD | $401 AUD | $349 AUD | $365 AUD | $405 AUD | $488 AUD | $510 AUD | $545 AUD | $468 AUD | $416 AUD | $426 AUD | $419 AUD |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Destinations to explore
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- Family-friendly rentals Westbrook
- Rentals with a fire pit Westbrook
- Rentals with a patio Westbrook
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- Waterfront rentals Westbrook
- Beachfront rentals Westbrook
- Rentals with beach access Westbrook
- Rentals with a hot tub Westbrook
- Beach house rentals Westbrook
- Pet-friendly rentals Westbrook
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- House rentals Connecticut
- House rentals United States
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Charlestown Beach
- Southampton Beach
- Ocean Beach Park
- East Matunuck State Beach
- Mohegan Sun
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Mystic Seaport Museum
- Sleeping Giant State Park
- Long Island Aquarium
- Mount Southington Ski Area
- Compo Beach
- Burlingame State Park
- Sherwood Island State Park
- Ski Sundown
- Orient Beach State Park
- Mystic Aquarium
- Ocean Beach




