Holiday rentals in Westbrook

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Top-rated holiday rentals in Westbrook

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

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Top guest favourite
A newly remodeled home is set amidst a lush green lawn, featuring a spacious front porch with blue Adirondack chairs. The exterior is characterized by a blend of gray siding and a welcoming entryway, surrounded by a well-maintained garden and a wooden sign.
Home in Westbrook
4.95 out of 5 average rating, 20 reviews

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.

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
4.87 out of 5 average rating, 188 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
Home in Westbrook
5 out of 5 average rating, 43 reviews

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.

Guest favourite
A sunroom features a large wooden table surrounded by six black wicker chairs. Floor-to-ceiling glass windows offer views of the lush greenery outside. A comfortable lounge chair is positioned to one side, enhancing the relaxed atmosphere.
Home in Clinton
4.81 out of 5 average rating, 77 reviews

Long Term-Tubing, Skiing 30 mins away and Ocean!

IDEAL FOR LONG TERM STAYS!! Ski, Tube and Snowboard Resort, Beach, Shopping outlets, Restaurants, 2 golf courses... everything is within a short drive! This is our family home. We want you to feel as comfortable and relaxed as we are there. The sunroom is the perfect indoor/outdoor retreat to watch the beautiful trees and the squirrels! This is the perfect place to recharge and enjoy the life by the beach. One of the best Lobster restaurants in all New England area within 5 mins!

Top guest favourite
A compact kitchenette is seen, featuring wooden cabinets and a stainless steel refrigerator. A microwave is mounted above a sink with dark countertops. A light-filled sleeping area is visible in the background, furnished with a blue bedspread and a wooden dresser.
Flat in Clinton
4.92 out of 5 average rating, 72 reviews

Bright & Cozy Loft Near Beach

Enjoy a peaceful and bright retreat in Clinton! This spacious studio offers plenty of natural light from skylights, creating a cozy atmosphere. Located 10 minutes from Clinton Beach, Hammonasset State Park, and Clinton Premium Outlets. The entrance is up 15 steps to your private, separate space on a shared property. With a private bathroom and all the essentials for a comfortable stay, you’ll enjoy a relaxing experience in a quiet neighborhood, near dining and shops.

Guest favourite
Tiny home in East Lyme
4.95 out of 5 average rating, 145 reviews

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

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.

Superhost
A bright studio space features a queen bed with white linens, flanked by large windows allowing natural light. A kitchenette is visible in the background, equipped with cabinetry and essential appliances. The bathroom area is adjacent, providing easy access from the sleeping area.
Apartment in Old Lyme
4.71 out of 5 average rating, 41 reviews

Freeboard at Soundview · Beach+Ocean+Sunrise

Welcome to Freeboard Studio at Soundview, Old Colony Beach in Old Lyme, Connecticut. Located just 1 block from Old Colony Beach! The ultimate getaway for a couple seeking relaxation and outdoor beach adventures. This 2nd floor location is ideally situated with a queen memory foam bed, kitchenette w/ 50" TV, reading lamp and AC. Walk 1 block south and you are at the beach!

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.

Top guest favourite
A light and airy living area features a comfortable cream-colored sofa, a dark upholstered chair, and a modern television stand. A large area rug covers the floor, while a potted plant adds a touch of greenery. Natural light filters through a nearby window.
Flat in Clinton
4.99 out of 5 average rating, 85 reviews

Cozy Shoreline Getaway

Whether you’re visiting family, heading to the beach, or down on the shoreline for one of our many attractions, our peaceful and cozy apartment has everything you need to make your stay an enjoyable one. (Ask about our town beach guest pass - requires a security deposit refundable upon return of pass)

Top guest favourite
Guest suite in Westbrook
4.94 out of 5 average rating, 90 reviews

Modern Studio, Walk to Beach

Escape to our modern studio in Westbrook, CT! This coastal farmhouse-style retreat is perfect for 2, just a short walk from West Beach. Enjoy a luxurious king bed, a well-equipped kitchenette, and cozy porch. Ideal for a couple's coastal getaway or a solo trip. High-speed WiFi and smart TV included.

Popular amenities for Westbrook holiday rentals

When is the best time to visit Westbrook?

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Avg. price$304 SGD$349 SGD$316 SGD$318 SGD$356 SGD$361 SGD$405 SGD$445 SGD$388 SGD$329 SGD$337 SGD$318 SGD
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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 holiday rentals in Westbrook

  • Total holiday rentals

    Explore 150 holiday rentals in Westbrook

  • Nightly prices starting at

    Westbrook holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    140 of Westbrook holiday 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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