Westbrook Vacation Rentals from $222: Search Short-Term Rentals

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Our top choices for Westbrook vacation rentals

1. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

Westbrook Center

Kate G.

$745 nightly

Aug 25 - Aug 26

Total with taxes and fees

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

Westbrook Center

Dorothy W.

$434 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Westbrook Center

Mason T.

$332 nightly

Sep 22 - Sep 23

Total with taxes and fees

4. Beachside Bliss w/ Game Room, Gym & Golf Green

Westbrook

Shannon G.

$641 nightly

Sep 22 - Sep 23

Total with taxes and fees

5. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

Old Saybrook

Nicole L.

$857 nightly

Sep 24 - Sep 25

Total with taxes and fees

6. Cliffside Resort Condominiums

Greenport

Christine

$385 nightly

Sep 7 - Sep 8

Total with taxes and fees

7. NEW Coastal Cottage 2 Miles to Beach + Lake Access

Clinton

"We really enjoyed our stay here. The house has a cozy, homey feel and was a nice place to come back to after being out for the day. It was quiet, comfortable, and had a relaxed vibe that made the trip easy.The location was a big plus for us. Hammonasset Beach was only a few minutes away, and Madison center was just as close, which made it easy to grab dinner or pop out for anything we needed. The outdoor fireplace was also a really nice touch and made the evenings feel special.Overall, it was a...

Moe B.

$337 nightly

Aug 26 - Aug 27

Total with taxes and fees

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Frank

$215 nightly

Sep 23 - Sep 24

Total with taxes and fees

9. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Saybrook Manor

Alexis L.

$537 nightly

Sep 21 - Sep 22

Total with taxes and fees

10. North Fork Resort

Greenport

Lisa

$275 nightly

Sep 7 - Sep 8

Total with taxes and fees

11. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Old Saybrook Center

Genevieve G.

$598 nightly

Sep 24 - Sep 25

Total with taxes and fees

12. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

$197 nightly

Sep 15 - Sep 16

Total with taxes and fees

13. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

Clinton

Elizabeth C.

$703 nightly

Sep 9 - Sep 10

Total with taxes and fees

14. The Bridge at Soundview · Beach+OceanView+Sunrise

Old Lyme

Scott F.

$608 nightly

Aug 30 - Aug 31

Total with taxes and fees

15. Lakeside Bliss

East Lyme

Brenda M.

$485 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Old Lyme

Cheryl H.

$771 nightly

Aug 25 - Aug 26

Total with taxes and fees

17. Montville Retreat Near Mohegan Sun: 2-home Bundle!

Montville

$1,007 nightly

Aug 26 - Aug 27

Total with taxes and fees

18. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Durham

Iris F.

$909 nightly

Aug 25 - Aug 26

Total with taxes and fees

19. Beachfront Greenport Villa

Greenport

patricia m.

$1,293 nightly

Sep 10 - Sep 11

Total with taxes and fees

20. Beach Cottage, private beach and pass

East Lyme

Maria M.

$626 nightly

Aug 31 - Sep 1

Total with taxes and fees

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Top Westbrook Hotel Reviews

Clarion Inn North Haven - New Haven North

8/10 Good

"This hotel is decent for the area, although I think the price could be a little lower given its current condition. It appears they're in the middle of a remodel in the back part of the building, so I'm hopeful those improvements will eventually make their way to the front of the property and guest rooms, because this hotel has a lot of potential. The property offers some nice amenities, including a complimentary continental breakfast, an onsite tavern restaurant, a pool, fitness room, beautiful courtyard, and banquet facilities. While many of these areas have seen better days, it's easy to see how great they could be with some updates. Our room was spacious and comfortable, but it definitely needs some TLC. The carpet was noticeably worn and could use replacement, there were quite a few fruit flies in the room, some wallpaper was peeling, and the bathroom could use a little extra attention. That said, the beds were comfortable, and the air conditioner worked perfectly, which made for a good night's sleep overall. While the hotel could benefit from some renovations and maintenance, it has solid amenities and a lot of potential. I'd consider staying again once some of the remodeling work is completed."

The Shoals Suites and Slips

8/10 Good

"The location and the setting are great. Loved the layout of the spacious room with a little kitchenette. The bed was very comfortable and had nice linens. The whole place inside and out was very clean, and we loved walking and sitting down by the marina. The Lavazza coffee in room was delicious! We didn't get to try out the food truck, but the complimentary breakfast was underwelming. It included some rather dry pastries and coffee that needed to be refilled a couple times while I waited. The breakfast area and lobby / sitting area is beautiful so that part was enjoyable."

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."

The Chequit

8/10 Good

"Room small but very functional, well decorated, bath modern, and very upscale. First night the attendant was wonderful. That was on the 18th. Next day, we had a leak at the shower because the molding on shower door was not working correctly, and the floor got wet. Staff was not really very responsive to that. Had a wonderful area for eating at the restaurant with nice fire pits, very nice with an overview of the water. Nice porch to be able to sit and read in the morning or many people were doing work. One annoyance was that one of the guests was having his phone on speaker while he had a business meeting and he spoke totally out loud, and was very distracting and basically rude. He should’ve taken that conversation elsewhere and taken a walk or gone back to his room. Staff did not feel that there was any need to say anything to him. “It’s a public space” Also, there was an area right near the parking lot that was right adjacent to the building that was totally mowed in full of weeds, that really would’ve been nice if it was cleared up. In all we would return, it was very pleasant otherwise. Nice view of the harbor small but nice. And located really conveniently right by the ferry."

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 $222 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.

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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?

Waterfront Escape- 3BR Coastal Cottage w/ Boat Launch & Near Niantic Main Street: Visitors like this Westbrook vacation home rental. It is located on the waterfront and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Westbrook?

Expedia has 47 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 Chalker 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.

Westbrook Vacation Rentals

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Check prices for these dates

Our top choices for Westbrook vacation rentals

1. Beach Retreat - 5 beds , 2 kitchens @ Salt Island- Westbrook -walk to water

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

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

4. Beachside Bliss w/ Game Room, Gym & Golf Green

5. Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included

6. Cliffside Resort Condominiums

7. NEW Coastal Cottage 2 Miles to Beach + Lake Access

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

9. Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

10. North Fork Resort

11. Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

12. 1-bedroom cottage with Grove Beach 🏖️ access.

13. LONG TERM-Fall is coming, Leaves Colors, Beach, Golf, Outlets!

14. The Bridge at Soundview · Beach+OceanView+Sunrise

15. Lakeside Bliss

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

17. Montville Retreat Near Mohegan Sun: 2-home Bundle!

18. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

19. Beachfront Greenport Villa

20. Beach Cottage, private beach and pass

Find vacation rentals that suit your style

Top Westbrook Hotel Reviews

Clarion Inn North Haven - New Haven North

Find out more about Westbrook

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