Compare Westport Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Westport

Charming Stony Brook Cottage. Walk to village, marina, sand st. beach& Stony U.

Charming Stony Brook Cottage. Walk to village, marina, sand st. beach& Stony U.

Stony Brook NY
This cottage is a smoke-free cottage.
Kitchen
Free WiFi
Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC

Greenwich CT
$1,112 nightly
The price is $1,258 total per night
$1,258 total
Jun 10 - Jun 11
Total with taxes and fees
Guests of this cottage have access to an outdoor pool, a gym, and a hot tub. Additional amenities include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Charming 3 Bedroom Beach Front Cottage

Charming 3 Bedroom Beach Front Cottage

Milford CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!

Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!

Newtown CT
At this cottage, guests have access to barbecue grills.
Kitchen
Washer
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

Weston CT
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Cozy 2-bedroom cottage in peaceful Danbury with AC

Cozy 2-bedroom cottage in peaceful Danbury with AC

Danbury CT
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Renovated Milford Beach home by Charles Island/Silver Sands Pk

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC

Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC

Northport NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

Bethel CT
At this cottage, guests have access to a gym, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Westport
View all properties
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 Westport

    Delamar Westport

    Delamar Westport

    1595 Post Rd E Westport CT
    $237 nightly
    The price is $273 total per night from Jul 5 to Jul 6
    $273 total
    Jul 5 - Jul 6
    Total with taxes and fees
    9.6/10 Exceptional! (79 reviews)
    Hyatt Regency Greenwich

    Hyatt Regency Greenwich

    1800 E Putnam Avenue Old Greenwich CT
    $212 nightly
    The price is $244 total per night from Jun 28 to Jun 29
    $244 total
    Jun 28 - Jun 29
    Total with taxes and fees
    8.6/10 Excellent! (1,007 reviews)
    EVEN Hotel Norwalk by IHG

    EVEN Hotel Norwalk by IHG

    426 Main Ave, Route 7 Norwalk CT
    $131 nightly
    The price is $151 total per night from Jun 21 to Jun 22
    $151 total
    Jun 21 - Jun 22
    Total with taxes and fees
    8.4/10 Very Good! (1,132 reviews)

Cottages

Book a cottage in Westport
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Westport. 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 Westport better.

Cottage apartments in Westport 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 Westport
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 Westport 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 Westport 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 Westport. 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.

Westport Cottages essential information

Accommodation
53 Cottages
Lowest Price
$151
Highest Price
$1,258
Popular accommodation
Charming Stony Brook Cottage. Walk to village, marina, sand st. beach& Stony U., Riverfront Cottage w/ Heated Pool, Hot Tub & Fireplace, 35 min to NYC, Charming 3 Bedroom Beach Front Cottage, Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!, Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break? , Cozy 2-bedroom cottage in peaceful Danbury with AC, Renovated Milford Beach home by Charles Island/Silver Sands Pk, Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC, Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

More to Explore