Book Holiday Homes in Westport

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Featured Holiday Homes in Westport

Beautiful 4-Bedroom Home beside Middlebury College

Beautiful 4-Bedroom Home beside Middlebury College

Middlebury VT
Stay at this holiday home in Middlebury. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Emma Willard House and Kevin P. Mahaney '84 Center ...
Opens in a new windowBeautiful 4-Bedroom Home beside Middlebury College
Country Roads Take me Home - Ausable River Access on 5 Acres

Country Roads Take me Home - Ausable River Access on 5 Acres

Keene NY
Stay at this holiday home in Keene. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Wells Memorial Library and Keene Public Library are ...
Opens in a new windowCountry Roads Take me Home - Ausable River Access on 5 Acres
3 BR Home Sleeps 12!

3 BR Home Sleeps 12!

South Burlington VT
Stay at this holiday home in South Burlington. Enjoy a garden, laundry facilities and patios. Popular attractions University Mall and Grand Isle Lake House are ...
Opens in a new window3 BR Home Sleeps 12!
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Breathtaking Views Near Lake Placid and Whiteface

Breathtaking Views Near Lake Placid and Whiteface

Wilmington NY
Stay at this family-friendly holiday home in Wilmington. Enjoy free Wi-Fi, a sauna and a garden. Our guests praise the property condition in their reviews. Popular ...
Opens in a new windowBreathtaking Views Near Lake Placid and Whiteface
TOP RATED SKI LODGE / HOT TUB / MOUNTAIN VIEWS

TOP RATED SKI LODGE / HOT TUB / MOUNTAIN VIEWS

Wilmington NY
Stay at this family-friendly holiday home in Wilmington. Enjoy a garden, laundry facilities and patios. Popular attractions Whiteface Mountain and River Stone ...
Opens in a new windowTOP RATED SKI LODGE / HOT TUB / MOUNTAIN VIEWS
3-bedroom house in fabulous Crown Point, New York.  On Lake Champlain

3-bedroom house in fabulous Crown Point, New York. On Lake Champlain

Crown Point NY
Stay at this holiday home in Crown Point. Enjoy laundry facilities, an in-room coffee maker and in-room fireplaces. Popular attractions War Cannon Spirits and ...
Opens in a new window3-bedroom house in fabulous Crown Point, New York. On Lake Champlain
BTV  Charming 3-bedroom house

BTV Charming 3-bedroom house

2 out of 5
South Burlington VT
Stay at this holiday home in South Burlington. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Grand Isle Lake House ...
Opens in a new windowBTV Charming 3-bedroom house
Waterfront, Hot Tub, 5 minutes to Whiteface and pet friendly!

Waterfront, Hot Tub, 5 minutes to Whiteface and pet friendly!

Wilmington NY
Stay at this holiday home in Wilmington. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Whiteface Mountain and Carpet Cruiser Ski Lift ...
Opens in a new windowWaterfront, Hot Tub, 5 minutes to Whiteface and pet friendly!
Breathtaking New Premier Lake Champlain  Waterfront Beach,Foliage,Ski Escape!

Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

Addison VT
Stay at this beach holiday home in Vergennes. Enjoy free Wi-Fi, a beach locale and a water park. Popular attractions D. A. R. State Park and Champlain Bridge ...
Opens in a new windowBreathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!
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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.

Westport Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Westport vacation homes are the perfect way for you to wing it.

Holiday houses in Westport let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Westport in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Westport adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Westport with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Westport vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Westport Holiday Homes essential information

Accommodation
279 Holiday Homes
Lowest Price
NZ$167
Highest Price
NZ$275
Popular accommodation
Beautiful 4-Bedroom Home beside Middlebury College, Country Roads Take me Home - Ausable River Access on 5 Acres, 3 BR Home Sleeps 12!, Breathtaking Views Near Lake Placid and Whiteface, TOP RATED SKI LODGE / HOT TUB / MOUNTAIN VIEWS, 3-bedroom house in fabulous Crown Point, New York. On Lake Champlain, BTV Charming 3-bedroom house, Waterfront, Hot Tub, 5 minutes to Whiteface and pet friendly!, Breathtaking New Premier Lake Champlain Waterfront Beach,Foliage,Ski Escape!

Top trending hotels in Westport

DoubleTree by Hilton Burlington Vermont

DoubleTree by Hilton Burlington Vermont

4 out of 5
870 Williston Rd South Burlington VT
Fully refundableReserve now, pay when you stay
The price is NZ$201 per night from 11 Jan to 12 Jan
NZ$201
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in South Burlington. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the breakfast and the pool in their ...
Opens in a new windowDoubleTree by Hilton Burlington Vermont
Green Mountain Suites Hotel

Green Mountain Suites Hotel

3 out of 5
401 Dorset St South Burlington VT
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 20 Jan to 21 Jan
NZ$224
20 Jan - 21 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in South Burlington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowGreen Mountain Suites Hotel
Hotel Champlain Burlington, Curio Collection by Hilton

Hotel Champlain Burlington, Curio Collection by Hilton

3.5 out of 5
60 Battery St Burlington VT
Fully refundableReserve now, pay when you stay
The price is NZ$275 per night from 9 Jan to 10 Jan
NZ$275
9 Jan - 10 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Burlington. Enjoy free Wi-Fi, breakfast (surcharge) and 24-hour room service. Our guests praise the helpful staff and ...
Opens in a new windowHotel Champlain Burlington, Curio Collection by Hilton
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Holiday Inn Express South Burlington Downtown by IHG

Holiday Inn Express South Burlington Downtown by IHG

3.5 out of 5
1285 Williston Rd South Burlington VT
Fully refundable
The price is NZ$167 per night from 11 Jan to 12 Jan
NZ$167
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in South Burlington. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowHoliday Inn Express South Burlington Downtown by IHG
Don't see what you're looking for?
See all available properties in Westport
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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.

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^Subject to availability and chosen travel dates.