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Vacation rentals in Westbrook

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Quick stats about vacation rentals in Westbrook

  • Total vacation rentals

    Explore 160 vacation rentals in Westbrook

  • Nightly prices starting at

    Westbrook vacation rentals start at ﺩ.ﺇ 184 per night before taxes and fees

  • Verified guest reviews

    Over 4,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Westbrook vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Westbrook rentals

  • 4.8 Average rating

    Westbrook stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Westbrook

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.
Home in Niantic
4.97 out of 5 average rating, 225 reviews

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.

FamilyLocationCondition

Guest favorite
A serene beach shoreline is depicted, featuring soft sand leading gently to calm waters. The clear blue sky meets the horizon, creating an expansive view. Footprints are visible in the sand, illustrating a sense of tranquility and solitude by the sea.
Bungalow in Westbrook
4.88 out of 5 average rating, 58 reviews

Adorable single story cottage-by-the-sea

Adorable, quiet seasonal single story cottage-by-the-sea, in Westbrook, CT. The cottage is located approximately 25 yards from private West Beach. You will love the large front porch and living room with plenty of space for everyone. Updated kitchen with all the amenities. Two bedrooms with closets & drawers. Picnic bench with stainless steel grille & Bonfire Solo Stove outside. Hot & cold outdoor shower to wash off the sand, after a day at the beach. Off road parking on the side of the house.

ValueFamilyCheck-in

Top guest favorite
A bright living area features two gray sofas with decorative pillows, a wooden coffee table, and soft yellow curtains framing the windows. A skylight allows natural light to fill the space. Decorative wall art and a clock enhance the inviting ambiance.
Home in Westbrook
4.99 out of 5 average rating, 87 reviews

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.

LocationFamilyNearby

Top guest favorite
Home in Westbrook
4.98 out of 5 average rating, 62 reviews

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.

ValueLocationGetting around

Superhost
The exterior of a two-story blue house is shown, featuring a sloped roof and white accents. A wooden deck with blue chairs offers a welcoming space. Simple landscaping includes gravel and grass, providing easy access to the entrance and surrounding areas.
Townhouse in Westbrook
4.93 out of 5 average rating, 27 reviews

Adorable Cottage, 5 min walk to water & coffee

Experience the quaint charm of our Westbrook, CT, with this adorable coastal retreat just a 3 minute walk to middle beach. Ideal for traveling workers, couples, or small families, this 2-bedroom, 1-bath unit was recently renovated with light, bright touches! Guests can also enjoy an outdoor fire pit and grill. Included is a TV for entertainment, free internet for remote work and driveway parking for convenience. Consider renting our other unit for larger families at this sweet beach community.

LocationFamilyAccuracy

Superhost
A serene outdoor space is presented, featuring two black adirondack chairs positioned on a well-maintained lawn. Colorful flower pots are placed on either side of a small table, with lush greenery surrounding the area and a tranquil lake visible in the background.
Home in Westbrook
4.8 out of 5 average rating, 147 reviews

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

FamilyLocationHiking

Guest favorite
A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.
Cottage in Westbrook
4.91 out of 5 average rating, 111 reviews

A Beach House Gem

Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1

FamilyLocationIndoor spaces

Guest favorite
A historic New England home features a classic white exterior with multiple windows. Surrounding greenery includes mature trees and a well-maintained lawn. The side of the house provides a glimpse of a separate structure, enhancing the spacious outdoor area.
Home in Clinton
4.96 out of 5 average rating, 225 reviews

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.

FamilyLocationBeach

Top guest favorite
A welcoming view of Belle Vue Cottage features a well-kept lawn with a sign indicating its name. The cottage is framed by trees, with a driveway leading to it. A garage is visible in the background, contributing to the serene atmosphere of the neighborhood.
Cottage in Old Saybrook
4.98 out of 5 average rating, 165 reviews

Belle Vue Cottage

Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

FamilyValueHospitality

Top guest favorite
Home in Old Saybrook
5.0 out of 5 average rating, 103 reviews

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.

LocationValueAmenities

Top guest favorite
The inviting entrance of the cottage is shown, featuring a front porch and path bordered by lush greenery. Vibrant flowers add color to the landscape, while a warm glow emanates from the entryway, highlighted by the soft evening sky.
Home in Westbrook
4.98 out of 5 average rating, 81 reviews

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.

LocationFamilyView

Top guest favorite
Home in Old Saybrook
5.0 out of 5 average rating, 7 reviews

Cozy beach side home Chalker Beach Old Saybrook

Relax and unwind in this beautifully renovated 3-bedroom, 2-bath beach house, just a 2-minute walk to Chalker Beach in Old Saybrook. Enjoy a fully updated interior, a private backyard perfect for relaxing or dining outdoors, and parking for up to 3 vehicles. Ideal for families, couples, or friends looking to experience the Connecticut shoreline with comfort, convenience, and easy beach access.

FamilyLocationBiking

Popular amenities for Westbrook vacation rentals

Self check-inGymBBQ grillLaptop-friendly workspaceWifi

Stay near Westbrook's top sights

Essex Steam Train & Riverboat

168 locals recommend

Ivoryton Playhouse

43 locals recommend

Clinton Town Beach

23 locals recommend

Westbrook Outlets

21 locals recommend

Stewart B. McKinney National Wildlife Refuge

12 locals recommend

Action Sports

8 locals recommend

Other great vacation rentals in Westbrook

Guest favorite
A collage showcases the various entertainment and relaxation areas. The top left features a game room with arcade machines and a dartboard. The top right highlights a manicured putting green. The bottom left displays the exterior of the home with outdoor seating, while the bottom right depicts a home gym with workout equipment against a bright orange wall.
Home in Westbrook
4.97 out of 5 average rating, 32 reviews

Beachside Bliss w/ Game Room, Gym & Golf Green

ValueFamilyQuiet

Top guest favorite
A modern kitchen is displayed, featuring white cabinetry paired with a large granite island that seats four. Stainless steel appliances, including a refrigerator and microwave, complement the sleek design. Open shelves hold dishware, while natural light illuminates the space through a nearby window.
Home in Westbrook
5.0 out of 5 average rating, 18 reviews

Sunset Skies | filmed for TV+walk to Water’s Edge

LocationFamilySleep quality

Superhost
The image presents a serene beach scene, featuring a sandy pathway leading to a calm water body. A safety barrier is visible in the water, marking designated swimming areas. Lush green grass borders the beach, enhancing the tranquil coastal environment.
Home in Westbrook
4.88 out of 5 average rating, 95 reviews

Zion's Light Beach Cottage

ValueLocationParking

Superhost
Home in Westbrook
4.76 out of 5 average rating, 34 reviews

Cozy Beach Home Mid NYC-Bos/Comfy Getaway all year

LocationFamilyAir conditioning

Superhost
A contemporary living area features a spacious, dark sectional sofa paired with a wooden coffee table. A textured area rug lies on the floor, while large windows allow natural light to illuminate the space. Artwork is displayed on the walls, enhancing the modern decor.
Apartment in Westbrook
4.79 out of 5 average rating, 66 reviews

Shoreline postmodern apartment

ValueLocationParking

Guest favorite
Home in Clinton
4.96 out of 5 average rating, 24 reviews

The Connecticut Cottage | Historic Modern Charm

ValueFamilyHeating

Guest favorite
An open living area features a light-colored wooden floor, with a cozy gray sofa adorned with dark blue cushions. A round, wooden coffee table is positioned in front. A mirror and framed art decorate the walls, while a ceiling fan offers a gentle breeze.
Home in Old Saybrook
4.88 out of 5 average rating, 34 reviews

Seas the Day at the CT Shoreline

LocationValueAccuracy

Superhost
Home in Old Saybrook
4.96 out of 5 average rating, 26 reviews

The Saybrook Point Bungalow, Stroll to Downtown

FamilyLocationComfort

When is the best time to visit Westbrook?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 918ﺩ.ﺇ 933ﺩ.ﺇ 914ﺩ.ﺇ 984ﺩ.ﺇ 1,102ﺩ.ﺇ 1,105ﺩ.ﺇ 1,172ﺩ.ﺇ 1,285ﺩ.ﺇ 1,120ﺩ.ﺇ 1,010ﺩ.ﺇ 1,010ﺩ.ﺇ 1,025
Avg. temp0°C1°C4°C10°C16°C21°C24°C24°C20°C14°C8°C3°C

Frequently Asked Questions

  • What are the best places to stay in Westbrook?

    Vacation rentals near the waterfront, cozy cottages, and locally owned inns in quieter neighborhoods are frequently suggested places to stay. Many options provide easy access to both beaches and shops.

  • What are the best things to do in Westbrook with kids?

    Families can enjoy building sandcastles at Westbrook’s beaches, exploring community playgrounds, or boating near local marinas. Nature preserves with easy trails are frequently suggested for low-key outdoor adventures.

  • What are some of the best things to do in Westbrook?

    You can explore sandy beaches, visit local marinas, or browse unique shops around town. Westbrook has art galleries and nature preserves that are often recommended for a relaxing outing.

  • How is the weather in Westbrook?

    Westbrook has cold, snowy winters between 24–38°F (–4–4°C) and warm summers with highs near 82°F (28°C). Spring and fall bring mild temperatures and occasional rain, so layers and a light rain jacket are useful.

  • When is the best time to visit Westbrook?

    Late spring through early fall is often recommended for milder weather and outdoor activities, with many visitors enjoying the beaches and nature trails during these seasons. Cooler months are quieter and appeal to those seeking a peaceful getaway.

  • What are the best places to visit in Westbrook?

    The town beach, marinas, and nature preserves are among the most popular places to visit in Westbrook. Art galleries and quaint shops add local character, especially around the town center.

  • What are some hiking trails in Westbrook?

    You can explore easy walking paths in local nature preserves and coastal marshes around Westbrook. Trails often feature viewpoints, boardwalks, and opportunities to spot native wildlife.

  • What are some family activities we can do in Westbrook?

    Families often explore the beaches, visit marinas for boat watching, or participate in arts and crafts events around the community. Nature preserves and local playgrounds are also welcoming spots for all ages.

  • What are some of the best day trip ideas from Westbrook?

    You can explore neighboring coastal towns, visit local vineyards, or stroll through historic villages around the region. Wildlife refuges, state parks, and maritime museums are also popular choices for a varied outing.

  • Are there any pet friendly accommodations available in Westbrook?

    Many vacation rentals and some local inns in Westbrook welcome pets, especially near the beach or quieter neighborhoods. Always confirm policies for pets before booking your stay.

  • What are some local tips for visiting Westbrook?

    Locals often suggest bringing layers for changing weather and exploring markets for fresh seafood. Early mornings at the beach or nature reserves tend to be quieter, and many small shops have a relaxed, welcoming pace.

  • What is Westbrook known for?

    Westbrook is known for its sandy beaches, vibrant marinas, and a tradition of fresh seafood. The town has scenic nature preserves and a welcoming small-town atmosphere that draws visitors seeking coastal charm.

  • What are the best hidden gems to explore in Westbrook?

    Tucked-away art studios, small nature trails, and locally run ice cream shops invite a more personal look at Westbrook. Visiting local markets or lesser-known beaches can reveal a quieter side of this coastal town.

  • What are the best foods to try in Westbrook?

    Westbrook has seafood-focused menus featuring dishes like lobster rolls, clam chowder, and fried oysters. Locally made ice cream and New England–style pizza are also frequently suggested treats.

  • What should I bring for a trip to Westbrook?

    Pack casual clothes, layers for cooler evenings, and a light jacket, especially in spring or fall. Comfortable shoes, sunscreen, and rain gear can help you enjoy both beaches and nature trails around Westbrook.

  • What is the nightlife in Westbrook like?

    Nightlife in Westbrook is relaxed, with local pubs, casual music venues, and waterfront restaurants providing a laid-back scene. Many spots feature live performances or community events, especially in warmer months.

  • What are the most popular events or festivals in Westbrook?

    Westbrook hosts summer concerts on the green, craft fairs, and seasonal celebrations around Memorial Day and Independence Day weekends. Community festivals featuring local food and music are frequently suggested by residents.

  • Are there family friendly vacation rentals in Westbrook?

    Westbrook has a variety of family-friendly vacation rentals, including cottages and homes with multiple bedrooms or equipped kitchens. Many options are located near beaches, parks, or quiet neighborhood settings.

Destinations to explore