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Featured Cottages in Westbrook

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
North Fork Cottages & RV Resort features free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a gift shop, a picnic area, and barbecue grills.
Pool
Pet friendly
Waterfront Cottage in Branford

Waterfront Cottage in Branford

branford CT
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. This beach cottage also has a garden.
Hot Tub
Kitchen
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

greenport NY
Guests of this cottage enjoy access to a water park, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Kitchen
Washer
115 Rose Cottage with 2 bedroom walk to Groton Bay

115 Rose Cottage with 2 bedroom walk to Groton Bay

Groton CT
$303 nightly
The price is $343 total per night
$343 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Historic cottage in Deep River, CT

Historic cottage in Deep River, CT

Deep River CT
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Air conditioning
RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston.

Westbrook CT
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.
Pool
Hot Tub
Direct waterfront renovated cottage.

Direct waterfront renovated cottage.

Madison CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Guilford Carriage House at Granite Lodge!

Guilford Carriage House at Granite Lodge!

3 out of 5
Guilford CT
Guests staying at this cottage enjoy access to a marina, an outdoor pool, and free WiFi in public areas. A stay here includes free parking.
Pool
Kitchen
Cozy Home near private beach , close to New Haven area colleges Hospitals

Cozy Home near private beach , close to New Haven area colleges Hospitals

Branford CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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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.

Hotel Options in Westbrook

    Water's Edge Resort & Spa

    Water's Edge Resort & Spa

    1525 Boston Post Road Westbrook CT
    $244 nightly
    The price is $281 total per night from Jan 1 to Jan 2
    $281 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8.8/10 Excellent! (1,004 reviews)
    The Captain Stannard

    The Captain Stannard

    138 South Main Street Westbrook CT
    $238 nightly
    The price is $264 total per night from Dec 30 to Dec 31
    $264 total
    Dec 30 - Dec 31
    Total with taxes and fees
    9.6/10 Exceptional! (253 reviews)
    Westbrook Inn B&B

    Westbrook Inn B&B

    976 Boston Post Rd Westbrook CT
    $220 nightly
    The price is $245 total per night from Dec 29 to Dec 30
    $245 total
    Dec 29 - Dec 30
    Total with taxes and fees
    9.8/10 Exceptional! (176 reviews)

Cottages

Book a cottage in Westbrook
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Westbrook. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Westbrook better.

Cottage apartments in Westbrook range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Westbrook
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Westbrook and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Westbrook cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Westbrook. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Westbrook Cottages essential information

Accommodation
152 Cottages
Lowest Price
$245
Highest Price
$343
Popular accommodation
North Fork Cottages & RV Resort, Waterfront Cottage in Branford, 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., 115 Rose Cottage with 2 bedroom walk to Groton Bay, Historic cottage in Deep River, CT, RELAXATION!! Inviting, Cozy NE Cottage, 2 min walk to 🏖️, Midcoast NYC, Boston., Direct waterfront renovated cottage. , Guilford Carriage House at Granite Lodge!, Cozy Home near private beach , close to New Haven area colleges Hospitals

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