Westbrook Vacation Homes

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Our top choices for Westbrook holiday homes

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$3,799 total

includes taxes & fees

9 Sept - 10 Sept

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

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

Westbrook

Shannon G.

HK$4,573 total

includes taxes & fees

8 Sept - 9 Sept

A living room with a fireplace, a sofa, a coffee table, and a cabinet.

3. Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

Old Saybrook

Becky W.

HK$3,524 total

includes taxes & fees

9 Sept - 10 Sept

A glass-enclosed patio with a wooden table and wicker chairs, surrounded by glass doors and windows offering views of a wooded area.

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

Clinton

Elizabeth C.

HK$4,903 total

includes taxes & fees

29 Sept - 30 Sept

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

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

Saybrook Manor

Alexis L.

HK$4,443 total

includes taxes & fees

21 Sept - 22 Sept

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

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

Old Lyme

Emily M.

HK$2,300 total

includes taxes & fees

6 Oct - 7 Oct

A wooden pathway leading to a beach with scattered rocks and greenery.

7. Beach Block Hideaway

Pipes Cove

Teresa C.

HK$3,279 total

includes taxes & fees

7 Sept - 8 Sept

A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

8. The SandPiper

Pipes Cove

Timothy

HK$2,826 total

includes taxes & fees

10 Sept - 11 Sept

A sandy beach with a wooden fence in the foreground and a clear sky with clouds in the background.

9. Cozy 2-bedroom vacation home《 free WiFi & parking 》New London, Connecticut, USA

New London

Alicia W.

HK$2,174 total

includes taxes & fees

9 Sept - 10 Sept

An outdoor dining area with hanging lights, palm trees, and a bar.

10. American Beech in Greenport - Petite King Room 7

Greenport

Paul F.

HK$2,804 total

includes taxes & fees

7 Sept - 8 Sept

A beach with people relaxing, a pier extending into the water, and a clear sky.

11. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

Callie E.

HK$3,337 total

includes taxes & fees

8 Sept - 9 Sept

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

12. Once the old Schools house now a newly furnished Apartment

Wallingford Center

Jeanette W.

HK$2,287 total

includes taxes & fees

7 Sept - 8 Sept

A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

13. Aqua Vista

Pipes Cove

Kerri L.

HK$2,499 total

includes taxes & fees

7 Oct - 8 Oct

A wooden deck with a round table and chairs overlooking a lake, surrounded by lush greenery.

14. Lakeside Bliss

East Lyme

Brenda M.

HK$4,302 total

includes taxes & fees

15 Sept - 16 Sept

A spacious living room with a large sofa, a coffee table, and a dining area with wooden cabinets and a kitchen in the background.

15. Lake House - A

East Lyme

Karrie K.

A house with a deck, outdoor furniture, and a satellite dish.

16. Coastal New England Waterfront Home, Harkness Park, Casinos

Waterford

TERESA H.

HK$4,665 total

includes taxes & fees

9 Sept - 10 Sept

A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

17. Historic New England home ,Reunions Beach pass

Guilford

Liz H.

HK$5,197 total

includes taxes & fees

14 Sept - 15 Sept

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Top Westbrook Hotel Reviews

Zey Hotel

10/10 Excellent

"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Find out more about Westbrook