Westbrook Holiday Rentals: Short-Term Accommodations for Rent

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Our top choices for Westbrook holiday rentals

A modern kitchen with white cabinets, a microwave, and a large TV displaying a beach scene.

1. Adorable Cottage, 5 min walk to water & town

Westbrook Center

Donovan V.

HK$3,644 total

includes taxes & fees

27 Oct - 28 Oct

A dining area with a wooden table, white chairs, a checkered tablecloth, a vase with flowers, and a decorative ceiling light.

2. Adorable Cottage with Cottage porch, walk to water & town

Westbrook Center

Francine F.

HK$4,280 total

includes taxes & fees

27 Oct - 28 Oct

A living room with stone walls, a fireplace, and a seating area with a sofa and armchairs.

3. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Center

HK$2,764 total

includes taxes & fees

2 Nov - 3 Nov

A beach with waves, a clear sky, and a sandy shore.

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

Westbrook Center

Mason T.

HK$2,586 total

includes taxes & fees

27 Oct - 28 Oct

An aerial view of a coastal residential area with houses along the beach, a clear sky, and calm sea.

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

Westbrook

Shannon G.

HK$4,869 total

includes taxes & fees

28 Oct - 29 Oct

6. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

Westbrook Center

Dorothy W.

HK$3,426 total

includes taxes & fees

27 Oct - 28 Oct

A bedroom with a wooden bed, bedside lamps, a sofa, and a TV stand.

7. 1-bedroom cottage with Grove Beach 🏖️ access.

Clinton

JM B.

HK$2,226 total

includes taxes & fees

1 Nov - 2 Nov

A cabin with a dining table set for two, a bicycle, and a small porch area.

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Joshelle

HK$1,506 total

includes taxes & fees

24 Nov - 25 Nov

A kitchen with a microwave, stove, and granite countertop. There is a dining area with a sofa and a coffee table.

9. The gardners Cottage 1 mile from long Island Sound - pet friendly

Clinton

Mary S.

HK$2,348 total

includes taxes & fees

27 Oct - 28 Oct

A balcony with a view of the ocean, a lawn, and a house in the background.

10. Cliffside Resort Condominiums

Greenport

William

HK$2,385 total

includes taxes & fees

12 Nov - 13 Nov

A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

Greenport

Altynai

HK$2,879 total

includes taxes & fees

27 Oct - 28 Oct

A spacious, well-lit room with a high ceiling, large windows, and a cozy seating area with a sofa and chairs.

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

Saybrook Manor

Alexis L.

HK$4,389 total

includes taxes & fees

2 Nov - 3 Nov

A rocky shoreline with a beach and ocean in the background.

13. The Stern at Soundview · Beach+Ocean+Sunrise

Old Lyme

"If you are looking for a place to sleep, this place is ok. No place to sit down or put anything down. Just a bed and an old beat up tiny side table. Refrigerator is tiny, needed to be cleaned and defrosted. Stains in the bathroom ceiling tiles and the smell of Marijuana at night. Hot plate and microwave present but did not use. The entryway and stairs were dirty and could use a coat of paint and trim. The beach was the highlight and a very short walk. Definitely not worth the $$$ we paid."

Janine

HK$2,094 total

includes taxes & fees

27 Oct - 28 Oct

A beach with a house in the background, a clear sky, and a calm sea.

14. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

Madison

Samantha D.

HK$2,830 total

includes taxes & fees

6 Nov - 7 Nov

A modern living room with a large TV, white cabinetry, and a view of the outdoors.

15. Charming beach home, complete with pool & cozy guest house!

Clinton

Juliana A.

HK$10,982 total

includes taxes & fees

12 Nov - 13 Nov

A stone pier leading to a beach with houses in the background.

16. Insta-worthy Couples Retreat: Perfect for romantic getaway!

Old Lyme

Emily M.

HK$2,168 total

includes taxes & fees

31 Oct - 1 Nov

A large, white, multi-story building with a prominent tower and a flag on top.

17. Walk To Goodspeed Opera House!

East Haddam

Anonymous traveller

HK$1,804 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a front porch, a balcony, and a driveway.

18. Gray Comfort Room

New London

JACQUELINE FELICIANO

HK$910 total

includes taxes & fees

28 Oct - 29 Oct

A tranquil beach with stunning ocean views.

19. The Bay Cottage · Rocky Neck Park, Beach & Niantic

East Lyme

Sarah G.

HK$3,966 total

includes taxes & fees

27 Oct - 28 Oct

A cabin by a lake with a wooden exterior, a deck, and a small outdoor seating area.

20. Cozy Lakefront Tiny House

East Lyme

Richard R.

HK$3,115 total

includes taxes & fees

1 Nov - 2 Nov

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Top Westbrook Hotel Reviews

Holiday Inn New London - Mystic Area by IHG

10/10 Excellent

"After years of making reservations too late, I finally got a reservation at The Holiday Inn right in New London. It is super easy and nice to be walkable to everything in town. The hotel is clean, comfy and the staff are super friendly. I will always try to stay here going forward. If you have a college student, plan ahead!"

Saybrook Point Resort & Marina

10/10 Excellent

"A wonderful getaway. It was lovely. The room was beautiful with a fireplace they came and started for us. We had a balcony over looking the marina, and river. The sunrises were amazing. Great places to walk or take a resort bike. We were there in October and it was great. I will take out of season any day. Old Saybrook is a treasure."

Regency Inn & Suites New London, Mystic

10/10 Excellent

"Don't expect the Ritz... The owner is amazing and the staff was wonderful. They were super nice and helpful! The breakfast was absolutely delicious! It's beautifully decorated. Love the picnic tables around the parking lot. Its easily accessible, right off the highway. I loved the affordable price. My kid (16) and his friends enjoyed the pool and having Chili's just a walk across the parking lot. We would definitely stay here again! Highly recommend!!"

Comfort Inn & Suites Meriden East

8/10 Good

"Had a late check-in due to a late flight. Staff was fast and friendly. Hallway on 3rs floor had a stange smell, but once in room the smell was gone thankfully. Room was clean but furniture showed signs of wear and tear. Breakfast in the morning was your typical standard hotel breakfast, just wish they had some fresh fruit to grab and go."

Red Roof Inn Meriden

8/10 Good

"The room was pretty clean. Nothing sticky or left unkept housekeeping wise. The shower did not work well. It had little pressure in the shower head and mainly because when you switch it from faucet to shower it still had water coming out of the spigot. The bathroom was very clean, the staff gave extra towels and were very kind. The heater/air was sooooo noisy and it made the door make noise everytime it kicked on and off. It did keep the room cool though. Only 2 pillows on the bed. So that was not my favorite as I’m a pillow person. Was advertised that there was breakfast but we only saw a coffee bar."

Find out more about Westbrook

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Frequently asked questions

Can I find holiday rentals in Westbrook?

Yes, there are holiday rentals close to the most popular sights in Westbrook, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Westbrook has to offer?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This holiday home rental outside of Westbrook is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Westbrook?

Expedia has 47 holiday 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 wider area, you’ll find Tanger Outlets and Chalker Beach.

What are holiday rentals like in Westbrook?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westbrook. Holiday rentals offer extras such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Westbrook holiday rentals

1. Adorable Cottage, 5 min walk to water & town

2. Adorable Cottage with Cottage porch, walk to water & town

3. Westbrook Getaway-Near Beaches, Train & Shoreline

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

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

6. 1st Floor Westbrook Anchor | 2 Queen Beds | EV Charger | Near Beach

7. 1-bedroom cottage with Grove Beach 🏖️ access.

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

9. The gardners Cottage 1 mile from long Island Sound - pet friendly

10. Cliffside Resort Condominiums

11. North Fork Resort

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

13. The Stern at Soundview · Beach+Ocean+Sunrise

14. Welcoming 1-Bedroom Cottage in Charming Madison is One Mile to Town and Beach!

15. Charming beach home, complete with pool & cozy guest house!

16. Insta-worthy Couples Retreat: Perfect for romantic getaway!

17. Walk To Goodspeed Opera House!

18. Gray Comfort Room

19. The Bay Cottage · Rocky Neck Park, Beach & Niantic

20. Cozy Lakefront Tiny House

Find holiday rentals that suit your style

Top Westbrook Hotel Reviews

Holiday Inn New London - Mystic Area by IHG

Saybrook Point Resort & Marina

Regency Inn & Suites New London, Mystic

Comfort Inn & Suites Meriden East

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Clarion Inn North Haven - New Haven North

Motel 6 New Haven - Branford, CT

Red Roof Inn Meriden

Zey Hotel

Find out more about Westbrook

Frequently asked questions

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