Westport vacation rentals

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Top-rated vacation rentals in Westport

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cabin in Keene Valley

4.98 out of 5 average rating, 246 reviews

Unique Rustic Adirondack Cabin

This is a unique rustic cabin on a private dirt road nestled on a mountain brook in the forest adjoining the Giant Mountain Wilderness Area. This small (200 sq ft + 80 sq ft sleeping loft), Adirondack style cabin was completely refurbished this past year using locally sourced woods and built by hand. Located two miles from downtown Keene Valley, and at 1800 feet, this is an ideal place for those who prefer the quiet forest, the peaceful sound of a mountain brook, and possibily seeing animals.

Dec 25 – Jan 1

$91 per night

Guest favorite

Apartment in Vergennes

4.99 out of 5 average rating, 253 reviews

Lake Champlain charming apartment amazing views

Charming, bright apartment attached to a 2007 custom Vermont country french home located on the shores of Lake Champlain. Breath taking westerly Adirondack views offer dramatic sunsets and lake views of Button Bay. The property consists of 12 acres of fields, woods, stone walls and gardens with the home situated privately looking over the lake shore. The apartment has a private entrance. We are 12 minutes to Vergennes restaurants and shops, 25 minutes to Middlebury and 45 minutes to Burlington

Jan 6 – 13

$203 per night

Guest favorite

Guesthouse in Monkton

4.98 out of 5 average rating, 104 reviews

Beautiful, 1 BR guesthouse

Lovely, light filled guest house built in 2019. Situated on 12 acre property with lovely views, starry night sky, great biking, hiking and x-country skiing from the cottage. Adjacent to Raven Ridge Natural Area with short hike offering beautiful views of the valley and Lake Champlain. Hinesburg, Bristol and Vergennes are 10-20 minutes, 30 minutes to Burlington and Middlebury. 2 hours to Montreal. Please don’t try booking for the April 2024 eclipse - I have family coming!

Dec 26 – Jan 2

$122 per night

Guest favorite

Condo in Vergennes

4.96 out of 5 average rating, 176 reviews

Little Brick House Off Main (Apt. B)

Bright, clean and cozy second-floor apartment located just steps to restaurants, bars, cafes, and shopping in the heart of historic downtown Vergennes. This convenient location is a 35-minute drive to Burlington and just 20 mins to Middlebury. A 10-minute drive to nearby Button Bay Park and Basin Harbor Resort on the shores of Lake Champlain. 35-minute drive to Mad River Glen Ski Area, 50-minute drive to Sugarbush Resort, and just 35 minutes to the Middlebury Snow Bowl.

May 20 – 27

$107 per night

Guest favorite

Apartment in Vergennes

4.98 out of 5 average rating, 314 reviews

Downtown Vergennes Art House/Glass Studio

Located right in downtown Vergennes, this home of a local kilnforming glass artist houses her collection of artwork--her own, work of friends and favorite artists, and also her own glass studio. It is steps away from fantastic local eateries, a brew pub and cidery, the beauty and power of the Otter Creek River and Falls, the Vergennes Opera House. Middlebury is a 20 minute drive, Burlington, 40. Straight shots on Route 7. About the same on beautiful back roads.

Mar 20 – 27

$105 per night

Guest favorite

Apartment in Essex

4.97 out of 5 average rating, 107 reviews

Porcupine Farm Barn

A converted barn attached to my house, this newly remodeled space is beautiful and inviting. Everything is new and high-end, yet it retains it's barn-y charm. For a couple who are looking to get away in the Adirondacks, this is a unique and appealing option. The house is 3.5 miles from the town of Essex, NY in the Champlain Valley. Gorgeous view of the Green Mountains to the east and farm land all around.

Oct 1 – 8

$184 per night

Guest favorite

Cabin in Lewis

4.98 out of 5 average rating, 135 reviews

Adirondack Cabin Sanctuary

This charming cabin hides in thirteen private wooded acres. Gorgeous views include a babbling brook, small pond, and delightful woodland paths. The cabin boasts hardwood floors, a stunning fireplace, functional kitchen and bathroom spaces, safe drinking water, electricity, an outside deck and a screened porch with firepit. Short drives will bring you to Whiteface Mountain, Lake Placid, and Lake Champlain.

Sep 2 – 9

$131 per night

Guest favorite

Guesthouse in Elizabethtown

4.93 out of 5 average rating, 333 reviews

Cottage on Water Street

Cozy cottage, man cave, she shed, whatever you call it, it’s a fun space to stay while visiting the Adirondacks! We are located in the middle of 25 miles of mountain biking trails, cross country skiing, hiking and snow shoeing. Elizabethtown has a lot to offer if you want to stay in town, or a quick scoot to many other amazing towns. There are 4 access points to the trail networks within 2 miles!

Nov 7 – 14

$101 per night

Guest favorite

Home in Jay

4.98 out of 5 average rating, 326 reviews

Yinzer House - Close to Whiteface and Lake Placid

Just a 15 minute drive to Whiteface Mountain, this 1 bedroom modern Adirondack home offers everything you need to enjoy the perfect vacation. *No smoking and no pets allowed on property. *No more than two adults total allowed. *No early check-ins or late check outs allowed.

Jan 6 – 13

$109 per night

Guest favorite

Cabin in Leicester

4.98 out of 5 average rating, 711 reviews

Log Cabin Getaway near Middlebury and Green Mtns

Located at the junction of the Green Mountains and the Champlain Valley, this quiet space sits on 70 forested acres. Enjoy nature in this free-standing secluded space and discover what Addison County has to offer from an easy to access location.

Apr 9 – 16

$110 per night

Guest favorite

Apartment in Port Henry

4.88 out of 5 average rating, 160 reviews

Village Apt near Lake Champlain

Spacious, fully furnished 3 bedroom apartment in the heart of historic village in the Adirondacks. Short walk or drive to Lake Champlain beaches and marinas, and easy access to outdoor activities in Keene Valley and Lake Placid, and Vermont.

Oct 18 – 25

$111 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westport vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Westport's top sights

Westport Hotel & Tavern5 locals recommend

Westport Golf7 locals recommend

JAMBS on Main6 locals recommend

Galley Restaurant & Bar5 locals recommend

Westport Marina Inc8 locals recommend

Westport Yacht Club12 locals recommend

Other great vacation rentals in Westport

Guest favorite

Chalet in Jay

4.94 out of 5 average rating, 145 reviews

Adirondack Base Camp Cabin

Mar 18 – 25

$122 per night

Guest favorite

Yurt in New Haven

4.91 out of 5 average rating, 254 reviews

Song Bird Sangha Yurt

Aug 29 – Sep 5

$111 per night

Guest favorite

Home in Port Kent

4.93 out of 5 average rating, 288 reviews

18 Lake, overlooking beautiful Lake Champlain

Jan 20 – 27

$96 per night

Guest favorite

Barn in Starksboro

4.97 out of 5 average rating, 105 reviews

The Black Barn in a Mountain Hollow

Oct 7 – 14

$134 per night

Guest favorite

Loft in Keeseville

5.0 out of 5 average rating, 178 reviews

Adirondack Gem in the Champlain Valley/VT Views

Oct 28 – Nov 4

$117 per night

Guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 147 reviews

Hilltop Cottage With a View

Mar 29 – Apr 5

$139 per night

Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 189 reviews

Dog Team Falls Apartment - Minutes from Middlebury

Mar 7 – 14

$141 per night

Guest favorite

Tiny home in Jay

4.96 out of 5 average rating, 170 reviews

Cozy tiny house with endless Adirondack adventures

Mar 27 – Apr 3

$93 per night

Show all

Other great vacation rentals in Westport

Guest favorite

Guesthouse in Hinesburg

4.97 out of 5 average rating, 106 reviews

Cozy cottage in peaceful location

Apr 11 – 18

$122 per night

Guest favorite

Guesthouse in Hinesburg

5.0 out of 5 average rating, 227 reviews

Hydrangea House on the Hill

Mar 26 – Apr 2

$170 per night

Guest favorite

Cabin in Bristol

4.95 out of 5 average rating, 108 reviews

Cozy Cabin on the River in Bristol

Mar 26 – Apr 2

$151 per night

Guest favorite

Cottage in Lincoln

4.87 out of 5 average rating, 857 reviews

The Barn at North Orchard, Near Middlebury

Apr 16 – 23

$109 per night

Guest favorite

Guest suite in Hinesburg

4.96 out of 5 average rating, 1112 reviews

Boston Magazine Pick! Barn Loft

Oct 6 – 13

$144 per night

Guest favorite

Cabin in Jay

4.96 out of 5 average rating, 656 reviews

Adirondack Mountainside A-Frame

Mar 16 – 23

$164 per night

Guest favorite

Home in Middlebury

4.99 out of 5 average rating, 353 reviews

Nice one bedroom cottage

Sep 1 – 8

$120 per night

Guest favorite

Loft in Upper Jay

4.97 out of 5 average rating, 326 reviews

Sugar House Creamery Carriage Barn

May 29 – Jun 5

$122 per night

Show all

Quick stats about vacation rentals in Westport

Total rentals
30 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
700 reviews
Nightly prices starting at
$80 before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Westport?
Four-legged friends are welcome in Westport. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there Westport vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Westport, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly house rentals in Westport?
Westport has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cabin rentals in Westport have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Westport. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Westport have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Westport. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Westport have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Westport. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Westport?
Experience the best of Westport with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for Cabin Rentals in Westport?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Westport vacation rentals

Top-rated vacation rentals in Westport

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Westport vacation rentals

Stay near Westport's top sights

Other great vacation rentals in Westport

Chalet in Jay

Yurt in New Haven

Home in Port Kent

Barn in Starksboro

Loft in Keeseville

Cottage in New Haven

Apartment in New Haven

Tiny home in Jay

Other great vacation rentals in Westport

Guesthouse in Hinesburg

Guesthouse in Hinesburg

Cabin in Bristol

Cottage in Lincoln

Guest suite in Hinesburg

Cabin in Jay

Home in Middlebury

Loft in Upper Jay

Quick stats about vacation rentals in Westport

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Westport?

Are there Westport vacation rentals on Airbnb with pools?

Are there family-friendly house rentals in Westport?

Do cabin rentals in Westport have wifi?

Do cabin rentals in Westport have air conditioning?

Do cabin rentals in Westport have a bbq area?

How much does it cost to stay in house rentals in Westport?

What are the most popular amenities for Cabin Rentals in Westport?

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