
Holiday rentals in Westbrook
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Top-rated holiday rentals in Westbrook
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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.

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.

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.

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

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.

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.

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.

River Barn, Sidewalk Stroll into Essex Village
The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

King Suite, Easy walk to Beach
A modern coastal retreat in the heart of Westbrook. Perfectly curated for couples or solo travelers, our king suite offers a seamless blend of charm and modern luxury. Located just a short, easy walk to the sands of West Beach, it’s the ultimate home base for your next shoreline getaway! Air-Conditioning, High-speed WiFi and more included.

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!

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.
Popular amenities for Westbrook holiday rentals
Other great holiday rentals in Westbrook

Cozy Westbrook Vacation Rental - Walk to Beach!

Meadowview & Pondside Retreat

Summertime in Old Saybrook on the Oyster River

Barnacle Bay Beach House

Clinton's Secret, Close to Beaches, Pet Friendly

The Connecticut Cottage | Historic Modern Charm

Shoreline postmodern apartment

Middle Beach House 3 Min Walk
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $320 SGD | $325 SGD | $319 SGD | $320 SGD | $358 SGD | $364 SGD | $408 SGD | $448 SGD | $390 SGD | $352 SGD | $352 SGD | $357 SGD |
| 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 |
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.
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 $77 SGD per night before taxes and fees

Verified guest reviews
Over 4,480 verified reviews to help you choose

Family-friendly holiday rentals
110 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
150 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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