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Westbrook vacation rentals

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Top-rated vacation rentals in Westbrook

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

Guest favorite

Villa in Norwich

4.89 out of 5 average rating, 392 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

CLEAN-COZY-SAFE-PRIVATE-SPA-WOOD BURNING FIREPLACE Just 3 minutes from Mohegan Sun Casino! This 1 bedroom unit is perfect for solo explorers, couples, girls getaways, or small families looking to experience the excitement of the Casino, while also getting away from it all. Amenities include; 2 seasonal outdoor saltwater pools, jacuzzi, cardio room, and sauna! Beautiful shared grounds w/ The Spa at Norwich Inn and The Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

Superhost

Home in Washington

4.89 out of 5 average rating, 27 reviews

ShrinkMapBestTown Washington "Shearer" PoshPadsCT

PoshPadsCT Perfect Washington country cottage surrounded by large estates on a scenic dirt walking/biking road. 3 BR (King BR with private bath, Queen BR, Bunk Bedroom) + LR Queen Sofa Bed, 3 Bath with heated pool. Wood deck, Swing, bikes, Gas BBQ, Eat In Kitchen, 2 wood-burning fireplaces, board games, Flat TVs, WiFi. Sub Zero refrigerator, gas range. Close to wonderful restaurants and activities, Mohawk skiing, White Memorial Preserve, Mt. Tom, Lake Waramaug and historic Litchfield.

Superhost

Chalet in Goshen

4.89 out of 5 average rating, 134 reviews

The Goshen Glass Chalet

A vacation house furnished decorated 1 large master bedroom down stairs and full bathroom.2 bedrooms 1 full size bed upstairs & 2 twin size beds upstairs with a full bathroom bathroom .1 well stocked & equipped kitchen 1 large spacious combined living and a dining room with fireplace and large screened TV.A beautiful outdoor deck that sits 6 people for dining outside 1 screened in porch with a beautiful large patio with a barbecue & stunning woods view, 10 minute drive to Woodridge Lake.

Superhost

Home in West Haven

4.79 out of 5 average rating, 43 reviews

Beachside Retreat

***Brand new to Airbnb, the Beachside Retreat is perfect for a quick getaway or a longer short term stay. Gorgeously renovated home has 4 spacious bedrooms, living room & dining room large enough to entertain and kitchen perfect for making those home-away-from-home meals. Across the street from the beach, wake up to stunning sunrises with your morning coffee or relax on the wrap around porch and watch the sunset. With walking trails, restaurants and shops close by you never have to go far.

Guest favorite

Condo in Norwich

4.98 out of 5 average rating, 122 reviews

The Vacay Villa

The Vacay Villa, just minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t even have to leave the grounds. Private balcony, fireplace, two outdoor pools currently open, year-round access to luxurious hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

Guest favorite

Home in Farmington

5 out of 5 average rating, 60 reviews

Lake Escape: Lake Cottage Charm, Lake Front, AC

Direct lakefront access with gorgeous views on a private lake. This beautiful 1930's lakefront cottage was fully renovated and reimagined by its owners in 2021. Custom architectural trim and details can be found throughout blending this homes' heritage with modern amenities. 2 bedrooms, eat-in kitchen and window seat nook, 2 full baths, custom barn doors and cabinetry, a reimagined sunroom, beautiful views on 100' of accessible lake frontage with outdoor patio, 1 mile from town center.

Guest favorite

Guest suite in Branford

4.9 out of 5 average rating, 100 reviews

Granite Bay Getaway - Private Studio Apartment

Enjoy Long Island Sound in this cozy getaway. Three block walk to shore. Quiet residential neighborhood. Private deck with lovely afternoon light. Private entrance. Fully equipped eat in kitchen. Picturesque shoreline town of Branford. Many wonderful restaurants, 2 within walking distance. Land trust hiking trails at end of street. Ten minutes to New Haven, Yale & Avelo airport. Train station 2 miles away with connections to New York City and Boston. ½ mile from CT Hospice.

Guest favorite

Home in North Fork

4.93 out of 5 average rating, 107 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Guest favorite

Home in Canton

4.99 out of 5 average rating, 101 reviews

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful yearround!

Guest favorite

Home in Montauk

5 out of 5 average rating, 6 reviews

Hilltop Bright Home w/New Pool Summer 2024

Home is professionally managed by Montauk Rental Management Group. Your family will be close to everything when you stay at this centrally-located Montauk home. Short drive to Town and Beaches. This home was recently painted and updated, it's clean, bright and the perfect family rental! -4 bedrooms -3 bathrooms -Spacious deck with water views -Outdoor dining & seating -Grill -Peaceful, quiet location perched on a hill Rental Registry 23-780

Guest favorite

Home in Milford

5 out of 5 average rating, 100 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌟 Special Discounts on Early Birds, Last-Minute Stays & 7+ Nights! 🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Superhost

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

Hay Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westbrook vacation rentals

Self check-in
Beachfront
Gym
BBQ grill
Laptop-friendly workspace

Stay near Westbrook's top sights

Essex Steam Train & Riverboat60 locals recommend
Westbrook Outlets44 locals recommend
Lobster Landing39 locals recommend
Bill's Seafood Restaurant36 locals recommend
Café Routier29 locals recommend
Ivoryton Playhouse28 locals recommend

Westbrook beach vacation rentals

Guest favorite

Home in New London

4.92 out of 5 average rating, 344 reviews

Amazing Beach House

Superhost

Guesthouse in Milford

4.92 out of 5 average rating, 204 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Guest favorite

Home in Westbrook

4.82 out of 5 average rating, 11 reviews

Beachside @ 455 Seaside

Guest favorite

Home in East Lyme

5 out of 5 average rating, 10 reviews

Black Point Retreat - Entertain & Enjoy the Beach!

Guest favorite

Home in West Haven

4.94 out of 5 average rating, 18 reviews

Beach House steps from sand & Amazing Views

Guest favorite

Home in East Lyme

4.96 out of 5 average rating, 184 reviews

Beachfront Paradise

Guest favorite

Home in Milford

4.92 out of 5 average rating, 25 reviews

Modern Beach Mood 2!

Guest favorite

Home in Woodmont

4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

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Westbrook house rentals

Guest favorite

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

Guest favorite

Home in Cheshire

5 out of 5 average rating, 131 reviews

Pool House

Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 228 reviews

Private beach Historical House with large property

Guest favorite

Home in New London

4.95 out of 5 average rating, 132 reviews

House in NL near CGA, Sub Base, Mohegan Casino

Guest favorite

Home in Old Saybrook

4.97 out of 5 average rating, 120 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

Guest favorite

Home in Westerly

4.98 out of 5 average rating, 127 reviews

Cute and Close to Beaches and Town

Guest favorite

Home in Montauk

4.99 out of 5 average rating, 100 reviews

6 minute walk to Ditch Plains Beach

Guest favorite

Home in North Fork

4.93 out of 5 average rating, 259 reviews

Dream Get Away

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Beach house rentals in Westbrook

Superhost

Home in Milford

4.83 out of 5 average rating, 54 reviews

Newly Built Beach House Getaway

Guest favorite

Home in Old Saybrook

5 out of 5 average rating, 15 reviews

Cornfield Point Beach House View

Superhost

Home in Old Saybrook

4.84 out of 5 average rating, 44 reviews

Chalker Beach House Steps to the Water

Guest favorite

Home in Woodmont

4.94 out of 5 average rating, 18 reviews

Bohemian Beach Oasis- Private Beach

Superhost

Home in Old Lyme

4.8 out of 5 average rating, 5 reviews

Beach Front Hawks Nest Beach (B)

Guest favorite

Home in Milford

5 out of 5 average rating, 9 reviews

Renovated House on Private Cedar Beach

Guest favorite

Home in Old Saybrook Center

4.9 out of 5 average rating, 92 reviews

Best of both worlds!

Guest favorite

Home in Fairfield

5 out of 5 average rating, 8 reviews

Newly built twin beach house within steps to beach

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Quick stats about vacation rentals in Westbrook

  • Total rentals

    140 properties

  • Nightly prices starting at

    G$10,446 GYD before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    20 properties have a pool

Frequently Asked Questions

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

    Yes! Work meets play with ease at over 60 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 house rentals in Westbrook?

    Experience the best of Westbrook with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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 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 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!

  • Are there family-friendly house rentals in Westbrook?

    Westbrook has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Westbrook?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore