
Holiday rentals in Westbrook
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Westbrook
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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!

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.

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!

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.

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!

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.

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)

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
Other great holiday rentals in Westbrook

The Beach Nest-Lux Cottage Steps to the Beach

Beachside @ 455 Seaside

Barnacle Bay Beach House

Hillside Retreat/Quiet space-WiFi-longer stays

Private Barn Retreat Nestled In Nature

Studio Cottage

Remodeled Cottage Private Old Kelsey Point Beach

Shoreline postmodern apartment
When is the best time to visit Westbrook?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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
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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Waterfront rentals Westbrook
- Rentals with a fireplace Westbrook
- Pet-friendly rentals Westbrook
- Apartment rentals Westbrook
- Beachfront rentals Westbrook
- Beach house rentals Westbrook
- Family-friendly rentals Westbrook
- Rentals with a washing machine and dryer Westbrook
- Fitness-friendly rentals Westbrook
- House rentals Westbrook
- Rentals with beach access Westbrook
- Rentals with a hot tub Westbrook
- Rentals with a patio Westbrook
- Rentals with pools Westbrook
- Rentals with a firepit Westbrook
- Rentals with outdoor seating Westbrook
- Flat rentals Westbrook
- Cottage rentals Westbrook
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Ocean Beach Park
- Sunken Meadow State Park
- Mohegan Sun
- Long Island Aquarium
- Mount Southington Ski Area
- Sherwood Island State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Mystic Seaport Museum
- East Matunuck State Beach
- Sleeping Giant State Park
- Yale University Art Gallery
- Burlingame State Park
- Salty Brine State Beach
- Compo Beach
- Ski Sundown
- Orient Beach State Park
- Meschutt Beach




