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

Total holiday rentals
Explore 90 holiday rentals in Westbrook

Nightly prices starting at
Westbrook holiday rentals start at €69 per night before taxes and fees

Verified guest reviews
Over 2,590 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Westbrook holiday rentals include wifi access

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

4.8 Average rating
Westbrook stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Westbrook
Guests agree: these houses are highly rated for location, cleanliness and more.

Beachfront Paradise
Beautiful beachfront home available weekly in season third week of June through Labor Day) 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, 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.

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

Home Away From Home
This cape style house is placed in a discrete location with easy access to local activities, cuisine, and I-95. The property is located within walking distance of the famous Lenny & Joe’s FishTale, Coastline Brewing Company with an open outdoor area, and Westbrook’s local Dairy Queen. Just a few minutes North is the famous Bill’s Seafood; known for their waterside dining & singing bridge. Westbrook is located right on Long Island Sound with numerous scenic areas and a plethora of entertainment.

Secret Seaside Stone Cottage
Create unforgettable memories at the Secret Stone Cottage, a retreat in the scenic coastal town of Westbrook, Connecticut. Offering 2,200 SF of refined living space and outdoor living amenities along the serene Patchogue River, this unique property is the ultimate destination for family reunions, shared vacations, and milestone celebrations. With sweeping waterfront views and sophisticated amenities, it also serves as an enchanting, intimate venue for unforgettable weddings and special events.

White Bird Beachfront. Dock available extra.
Enjoy quality time with your loved ones at White Bird, a tranquil beachfront home perfect for family getaways. Fall asleep to the soothing sound of the ocean waves .. The loft has a king bed, providing extra sleeping space for guests. The house is fully stocked with everything you need for a comfortable stay. Create lasting memories with your family at White Bird, where you can enjoy beach activities, and cozy bonfires. Please store stand up boards/kayak. If missing, they will be $150 each.

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.

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.

Sunset Skies | filmed for TV+walk to Water’s Edge
⭐️ Filmed for The Destination Channel’s Emmy-award winning TV series Staycation Sports, featured in the New Haven episode (Season 2, Episode 5)! ⭐️ 2 beautifully renovated homes in 1 - walkable to Water's Edge. Sleeps up to 14 guests-6 bedrooms/2 full baths+2 half baths-making it ideal for family vacations, friends' getaways, or a multi-family adventure. Enjoy outdoor spaces-decks, gas grill, propane fire pit, flat yard for games. Ample parking for groups. Pets welcome.

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.

Beachside Bliss w/ Game Room, Gym & Golf Green
Escape to this family-friendly retreat just steps from the beach and 2 miles from the heart of Westbrook, CT. Perfect for work or play, the home features a dedicated workspace, high-speed WiFi, a private workout area, and a fun game room for all ages. Enjoy the backyard fire pit and putting green, or explore nearby shoreline towns, shops, and restaurants. Whether you're here for a getaway or working vacation, this home has everything you need to relax and recharge.

Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year
Midpoint between Boston & NYC, Central Connecticut Coast…easy drive to many attractions. Quaint, Private New England Beach Ass. yet minutes to the best restaurants, Outlets and Charming towns. The cottage is less than a 1/2 block (2m walk) to private beach. An “Oasis, Hidden Gem’ are quotes per Guest reviews. Coastal decor,love of old and new. Welcoming, relaxing home away from home…TV, games, book collection, puzzles, outdoor games and gear…Established 2019.
Popular amenities for house rentals in Westbrook
House rentals with a pool

Casino Stay & Play House w/Hot Tub, Game Room

Breathtaking home with unforgettable views & pool!

Serene + private ~ 8 mins to Main Street + beaches

Beauty and the Beach!

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

FREE Private Indoor Heated Pool - Mystic Home

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

Walk to Casino with POOL+HOT TUB
Weekly house rentals

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath

Soundscape Beachfront House!

Water View Mid Century Home in Essex CT, 4 Kayaks

Zion's Light Beach Cottage

The Viola Beach Cottage

The Connecticut Cottage | Historic Modern Charm

Historic Coastal Home • Marsh Views • Pet-Friendly

Family Beach Retreat - 4 beds, 2 Kitchens, beach
Private house rentals

Perfect Cape Beach Cottage in Madison CT!

Chester Gingerbread House: Stroll to Village

Cozy beach side home Chalker Beach Old Saybrook

Peaceful 4BR Cape w/ Sunroom | Near Beach

Secluded Family escape w/ pool & jacuzzi

Water Views and Walk to Beach

Remodeled Cottage in a Marina!

Remodeled cozy home near beach
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €231 | €231 | €231 | €270 | €301 | €304 | €314 | €336 | €288 | €257 | €263 | €258 |
| 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
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Baltimore Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Waterfront rentals Westbrook
- Rentals with pools Westbrook
- Pet-friendly rentals Westbrook
- Beachfront rentals Westbrook
- Cottage rentals Westbrook
- Apartment rentals Westbrook
- Rentals with a kayak Westbrook
- Beach house rentals Westbrook
- Flat rentals Westbrook
- Rentals with beach access Westbrook
- Rentals with a hot tub Westbrook
- Family-friendly rentals Westbrook
- House rentals Connecticut
- House rentals United States
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Sunken Meadow State Park
- University of Connecticut
- University of Rhode Island
- Soundview Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Sherwood Island State Park
- Ski Sundown
- Orient Beach State Park





