
House vacation rentals in Westbrook
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Top-rated house rentals in Westbrook
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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

Remodeled cozy home near beach
.4 mile walk to Beach/Westbrook Elks Club, this newly remodeled home is perfect for a couple looking to relax and enjoy what the CT Shoreline has to offer. Close to restaurants and shopping, this house boasts a spacious queen bedroom, walk in shower, large kitchen, living room, dining room, sitting area, 2 gas fireplaces, & laundry room. Enjoy the private outdoor deck with dining table, Adirondack chairs, porch swing and hot tub. Cook outside on the Weber grill or take a ride on bikes provided.

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.

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

Stunning Artisan Waterfall Escape, Walk Downtown
Rated one of the top 70 airbnb's near NYC on the online mag "Curbed". Featured on EarthxTV "House of What" series. Over 10 years of craftsmanship went into creating a work of art using more than 80% recycled materials. Known locally as "The Recycle House," this is the perfect place to stay to explore shops and galleries in downtown Chester - just steps away. When you are done shopping, come back and relax in the zen-like garden overlooking a waterfall or curl up inside by the fire place.

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.

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.

Secret Seaside Stone Cottage
Create unforgettable memories at the Secret Stone Cottage, your ideal retreat for family reunions or shared vacations in this scenic coastal New England town of Westbrook, Ct . Enjoy 2200 sq. ft. of living space nestled on the Patchogue River, with private dock access to Long Island Sound. Picture evenings spent grilling by the fireplace on the expansive patio, relaxing in the hot tub, or exploring the water by kayak and paddleboard....or a quick bike ride to beaches and restaurants.

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.

Sea Salt Air Changes Everything
Sea Salt Air Changes Everything... The mood. The conversation. The momentum. When you are here you will find yourself at the crossroads of nature and civilization. Stroll to a private association beach from this restful retreat. Stretch out on the deck overlooking swaying seagrass. Sing in the outdoor shower. Go on, no one is listening. Tasteful appointments. Elegance abounds. Salt life refined with the comforts that nourish your soul. Solitude awaits you.
Popular amenities for Westbrook house rentals
House rentals with a pool

3 BR/Pool. Walk to Beach & Town!

Private Oasis W/Stunning Vinyard and Pool Views

Breathtaking home with unforgettable views & pool!

Private & Pristine with Pool and Kid’s Playard

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

Secluded Farmhouse - Studio Apartment Style Unit

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

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

15 acres! * Pine Pond at Devils Hopyard State Park

Seas the Day at the CT Shoreline

Boulder Lake House Retreat

Guilford Field House

Waterfront Oasis 4Bdr/2b

Field of Dreams Hot Tub - Fire Pit Retreat

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Rogers Lake House (87) · CT College+Beach+USCGA
Private house rentals

Stunning house on CT river !

Adorable Beach House on LI Sound

Water Views and Walk to Beach

Casa Swan

Coastal Farmhouse walking distance to town

“11:11” 🙏 Updated Stylish Retreat 🌊 2 Mi To Beach

4 Bedrooms Modern Home with Water View & Access

Essex village carriage house
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$56,077 GYD | G$56,077 GYD | G$56,077 GYD | G$54,613 GYD | G$60,681 GYD | G$73,026 GYD | G$76,374 GYD | G$81,605 GYD | G$70,097 GYD | G$62,355 GYD | G$63,819 GYD | G$62,773 GYD |
| 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 |
Quick stats about house rentals in Westbrook

Total vacation rentals
Explore 80 vacation rentals in Westbrook

Nightly prices starting at
Westbrook vacation rentals start at G$16,739 GYD per night before taxes and fees

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

Family-friendly vacation rentals
70 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
80 of Westbrook vacation 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!
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