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Vacation rentals in Westbrook

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Top-rated vacation rentals in Westbrook

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

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Guest favourite
A riverfront deck is furnished with two lounge chairs and a glass table, surrounded by lush greenery and trees. The view overlooks a calm stretch of the Patchogue River, creating a serene environment for relaxation and enjoyment of nature.
Cottage in Westbrook
4.88 out of 5 average rating, 192 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.

Top guest favourite
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
4.99 out of 5 average rating, 147 reviews

Beautiful View 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.

Top guest favourite
A cozy living area features a gray sofa with decorative pillows, a wood table set for dining, and a patterned armchair. Natural light filters through two windows, illuminating the television placed on a wooden media console. A subtle area rug adds warmth to the space.
Apartment in Branford
4.99 out of 5 average rating, 152 reviews

Downtown Branford Retreat - Quiet yet Central Apt

A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

Superhost
A charming home exterior is lined with vibrant green ivy, surrounded by a lush garden area. A gravel pathway leads to the entrance, and cozy seating arrangements are visible in front of the house. Large windows allow natural light to fill the interior.
Cottage in Old Saybrook
4.78 out of 5 average rating, 106 reviews

Storybook 2 Bedroom Cottage

Enjoy a relaxing stay at this charming storybook home which has just been refreshed professionally and redesigned with unique and gorgeous antique furnishings and decor. Built in 1895, the home was re-envisioned by designer Charles Spada in the 90’s. A lovely private back yard with beautiful stone work and plantings. The proximity to shopping, galleries, restaurants and Old Saybrook, Town Beach and Katherine Hepburn theater makes this location ideal.

Top guest favourite
A living room features natural light streaming through windows, enhancing the warm wood floors. A brown sofa is paired with a woven lounge chair, and a blue coffee table is centered on a light-patterned rug. Wall-mounted shelves display framed art and decorative items.
Cottage in Old Saybrook
4.96 out of 5 average rating, 101 reviews

1920’s charming dollhouse near South Cove

Simple, no frills guest cottage near South Cove in Old Saybrook. Drop your kayak /paddle board in at the end of the street, walk to town for dinner or a show at the Katherine Hepburn Theater, or enjoy a day at town beach only 1.5 miles away. This is a shabby chic escape in a friendly, quiet neighborhood. A few quirks but tons of charm! If you are looking to unplug and sit by the fire pit, read a book, and go to the beach, this is the place for you.

Top guest favourite
A charming entrance is framed by an archway adorned with decorative ironwork. The door, painted in a soft turquoise, is complemented by a welcoming wreath. Lush green foliage surrounds the entryway, creating a serene outdoor environment.
Cottage in Old Saybrook
4.74 out of 5 average rating, 244 reviews

The Cottage

Step into a piece of history with this charming, fully converted 1930s changing house. Ideally located, it’s just a short stroll to downtown or a scenic bike ride to the beach, putting the best of the area right at your doorstep. Inside, you’ll discover a thoughtfully designed studio layout, offering the perfect setting for a peaceful getaway. The Cottage seamlessly blends comfort, convenience, and character, creating a truly inviting retreat.

Guest favourite
A cozy living area features mid-century modern furniture, including an orange armchair and a sleek glass coffee table. A gallery wall displays various artworks, complemented by natural light from two windows. A small dining area with a round table and four chairs contributes to the inviting layout.
Guesthouse in Westville
4.92 out of 5 average rating, 338 reviews

Square6ix Stylish Guesthouse in Westville

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

Top guest favourite
An elegant Arts & Crafts bungalow showcases a blend of architectural styles under a clear blue sky. The inviting façade features a distinctive porch, a brick chimney, and a nearby garage. Lush gardens adorned with vibrant plants enhance the home’s outdoor appeal.
Guest suite in Wallingford
5 out of 5 average rating, 641 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.

Top guest favourite
A bright living space features vaulted ceilings and modern light fixtures. Two armchairs are positioned beside a wooden table with a decorative plant. A television is mounted on the wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.
Guest suite in Saybrook Manor
4.98 out of 5 average rating, 107 reviews

Cozy Loft Getaway

Our private loft is bright and airy with vaulted ceilings and all brand new furniture and appliances. The kitchen and bathroom were thoughtfully designed and sourced from our design showroom right downstairs! Minutes from local beaches and our favorite food spots in town, we hope you enjoy our beautiful and cozy loft as much as we do!

Top guest favourite
An open studio layout is presented with soft blue walls and modern lighting. A cozy couch is positioned near large windows, while a kitchen featuring white cabinetry is visible in the background. Natural light enhances the airy feel of the space.
Guest suite in Essex
4.97 out of 5 average rating, 122 reviews

The Nest

Our warm and inviting studio apartment with bright and cheery decor offers a cozy get away any time of year. Nestled in a peaceful country neighborhood with endless hiking trails, beaches, and cozy villages nearby. The Nest offers a comfortable and convenient place to stay while enjoying the surrounding area.

Guest favourite
A vibrant blue entrance door is framed by neatly trimmed evergreen shrubs, with a welcome mat placed on stone steps leading to the inviting threshold of the home. A mailbox is positioned beside the door, adding to the entrance's charm.
Guesthouse in Guilford
4.81 out of 5 average rating, 116 reviews

The Little Blue Cottage

Relax at this unique and tranquil getaway. Enjoy the charm of an antique home while being in your own private space. Minutes from all conveniences and beaches. Walking distance to town. Grill and relax on the spacious back porch. or walk to the Mill Pond to picnic.

Top guest favourite
An inviting living area features a blue sectional couch paired with a round white coffee table centered on a natural fiber rug. A dining table and chairs are present in the corner, while the bright kitchen is visible in the background, reflecting a clean and airy design.
Home in East Lyme
4.97 out of 5 average rating, 102 reviews

Adorable Beach Cottage - Private Beach Association

Enjoy New England's coastline while you stay in this sparkling condition, fully updated home with coastal decor in a private beach community.  This home is perfectly located for exploring the coastline or sunbathing at the beautiful,  private sandy beach.

Popular amenities for Westbrook vacation rentals

When is the best time to visit Westbrook?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Westbrook?

    Yes! Work meets play with ease at over 50 vacation rentals in Westbrook featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Westbrook?

    Four-legged friends are welcome in Westbrook. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Westbrook?

    Experience the best of Westbrook with our cottage rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Westbrook vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Westbrook, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Westbrook have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Westbrook. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westbrook have wifi?

    Absolutely! We offer over 80 house rentals with wifi in Westbrook. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westbrook have self check-in?

    Absolutely! We offer over 20 house rentals with self check-in in Westbrook. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Westbrook?

    Westbrook has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about vacation rentals in Westbrook

  • Total vacation rentals

    Explore 150 vacation rentals in Westbrook

  • Nightly prices starting at

    Westbrook vacation rentals start at $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 4,430 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space and 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

  • Wifi availability

    140 of Westbrook vacation rentals include wifi access

  • Popular amenities for guests

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

  • 4.9 Average rating

    Westbrook stays are highly rated by guests—averaging 4.9 out of 5!

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