Westbrook Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Westbrook vacation rentals

Beach nearby

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included

Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Westbrook Center
$263 nightly
The price is $299
May 11 - May 12
Total with taxes and fees
Private 2nd-Floor Apt | 4 Mins to Beach | EV Charger & Parking Included
Beach

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
$525 nightly
The price is $595
May 11 - May 12
Total with taxes and fees
Beachside Bliss w/ Game Room, Gym & Golf Green
Beach nearby

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Westbrook Center
$358 nightly
The price is $405
May 11 - May 12
Total with taxes and fees
1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach
Exterior

Cozy Lakefront Tiny House

Cozy Lakefront Tiny House
East Lyme
10.0 out of 10, Exceptional, (3 reviews)
"It was a peaceful and quant "
United States
Patricia M.
$236 nightly
The price is $267
May 11 - May 12
Total with taxes and fees
Cozy Lakefront Tiny House
1 bedroom, free WiFi, bed sheets

Lakefront Boho Tiny House

Lakefront Boho Tiny House
East Lyme
10.0 out of 10, Exceptional, (4 reviews)
"Every thing was amazing "
United States
Annaliaa C.
$245 nightly
The price is $277
May 12 - May 13
Total with taxes and fees
Lakefront Boho Tiny House
Exterior

Escape to the Thames: Quaint Groton Retreat

Escape to the Thames: Quaint Groton Retreat
Groton
9.6 out of 10, Exceptional, (4 reviews)
"Very nice cozy place to stay in a quiet neighborhood. It’s pet friendly which is a huge plus. Had a nice peaceful stay "
United States
Julie C.
$117 nightly
The price is $131
May 11 - May 12
Total with taxes and fees
Escape to the Thames: Quaint Groton Retreat
Smart TV

The Tiny Cottage on The Ranch

The Tiny Cottage on The Ranch
Oakdale,
10.0 out of 10, Exceptional, (8 reviews)
"Host was extremely nice and responsive. Cottage is so cute I can't wait to come back in the summer! Nice and private little place and adorable goats! If you're looking for a quiet, cute little getaway this is the place to go! Thank you Thomas for the hospitality!!"
United States
Sharon O.
$133 nightly
The price is $149
May 11 - May 12
Total with taxes and fees
The Tiny Cottage on The Ranch
View from property

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (146 reviews)
"Great stay! "
United States
Tanitra
$179 nightly
The price is $206
May 11 - May 12
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Apartment (3 Bedrooms) | Interior

Easy Beach Access! Classic New London Charmer

Easy Beach Access! Classic New London Charmer
3.5 star property
New London
$309 nightly
The price is $355
May 14 - May 15
Total with taxes and fees
Easy Beach Access! Classic New London Charmer
Beach nearby

The Stern at Soundview · Beach+Ocean+Sunrise

The Stern at Soundview · Beach+Ocean+Sunrise
Old Lyme
10.0 out of 10, Exceptional, (3 reviews)
"I had a great experience staying at The Stern! I enjoyed celebrating my weekend there! "
United States
Lylian
$244 nightly
The price is $276
May 11 - May 12
Total with taxes and fees
The Stern at Soundview · Beach+Ocean+Sunrise
Terrace/patio

Thames River Retreat · CT College+Casinos+USCGA

Thames River Retreat · CT College+Casinos+USCGA
Waterford
10.0 out of 10, Exceptional, (21 reviews)
"Only stayed for 1 night but the house was clean and had what our group needed. Beautiful location. "
United States
Alexander L.
$823 nightly
The price is $929
May 12 - May 13
Total with taxes and fees
Thames River Retreat · CT College+Casinos+USCGA
Dining

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
$248 nightly
The price is $280
May 20 - May 21
Total with taxes and fees
2BR Apartment Near Wesleyan 102
Interior

New Railside Residents

New Railside Residents
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Clean & comfortable, in an architecturally unique setting. Great proximity to a variety of downtown shops & restaurants - check out Center Street Brewing Co. for some excellent beer."
United States
Thomas S.
$274 nightly
The price is $292
May 11 - May 12
Total with taxes and fees
New Railside Residents
Smart TV, books

Rogers Lake House (87) · CT College+Beach+USCGA

Rogers Lake House (87) · CT College+Beach+USCGA
Old Lyme
10.0 out of 10, Exceptional, (6 reviews)
"Host was very responsive. Property as described. We would stay again! "
United States
john18250
$426 nightly
The price is $481
May 13 - May 14
Total with taxes and fees
Rogers Lake House (87) · CT College+Beach+USCGA
Microwave, oven, stovetop, dishwasher

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
8.8 out of 10, Excellent, (3 reviews)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
$412 nightly
The price is $466
May 12 - May 13
Total with taxes and fees
Entire Vacation Home in Waterford Connecticut
Smart TV, fireplace

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
$5,690 nightly
The price is $6,501
May 12 - May 13
Total with taxes and fees
Spacious 5-bedroom house with water views and 2 houses from the bay.
Flat-screen TV

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$187 nightly
The price is $214
May 11 - May 12
Total with taxes and fees
North Fork Cottages & RV Resort
Marina

Clean room w/ King bed/Private bathroom. Free Wifi free parking

Clean room w/ King bed/Private bathroom. Free Wifi free parking
New London
9.6 out of 10, Exceptional, (14 reviews)
"Stayed for two nights. Such a great location to the coast guard academy and lots of little restaurants and places to visit. Bill is a great host and very eager to provide a comfortable stay. "
United States
Julio J.
$133 nightly
The price is $149
May 10 - May 11
Total with taxes and fees
Clean room w/ King bed/Private bathroom. Free Wifi free parking
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
$274 nightly
The price is $292
May 10 - May 11
Total with taxes and fees
All New 1BR with tons of Charm
WiFi, bed sheets

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More

Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Groton
$161 nightly
The price is $183
May 12 - May 13
Total with taxes and fees
Chic Groton Studio • Cozy and Modern. Close to Casinos, Navy Base, Mystic & More
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Westbrook Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Beautiful place to stay on a special getaway"
Roberto 1-night trip
Posted 7 hours ago
Sound View Greenport

Find out more about Westbrook

Everything you need to know about Westbrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westbrook vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westbrook vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westbrook vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westbrook. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Westbrook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $206 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westbrook rentals

At Expedia, we put the best Westbrook vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westbrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westbrook vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westbrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Westbrook?

Yes, we have vacation rentals close to top sights in Westbrook, or you can go with a secluded option if you're looking for relaxation. Visitors to Westbrook speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the spas and shopping during your trip.

What are some of the best vacation home rentals that Westbrook has to offer?

Family Waterfront Vacation Estate in New London, CT.: You might want to consider this vacation home rental near Westbrook, which is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals will I find in Westbrook?

Expedia has 46 vacation rentals for your stay in Westbrook.

What can I see and do in Westbrook?

Explore the area and family-friendly sights such as Essex Steam Train, or get out into nature at a spot like Westbrook Town Beach. In the larger area, you’ll find Tanger Outlets and Harvey's Beach.

What are vacation rentals like in Westbrook?

Vacation rentals are private accommodations you can stay in for several days or more in Westbrook. Vacation rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.