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.

Guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 239 reviews

Small New Haven Cozy Cottage

This very small, compact cottage is in a rural setting, off the beaten path. It is about a 12 minute drive to Middlebury where you can find shops, restaurants and Middlebury College. Burlington is about 40 minutes north of where we are located. Hiking/skiing in the Green Mountains, fly fishing in the nearby New Haven River, boating/swimming on Lake Champlain, and enjoying the many local craft breweries and wineries are some of the many activities you have access to from this beautiful spot.

Jun 19 – 26

$67 per night
Guest favorite

Cabin in Keene Valley

4.98 out of 5 average rating, 241 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.

Mar 15 – 22

$91 per night
Guest favorite

Apartment in Vergennes

4.99 out of 5 average rating, 252 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

Feb 14 – 21

$203 per night

Popular amenities for Westport vacation rentals

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

Tiny home in Warren

4.99 out of 5 average rating, 146 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Sep 4 – 11

$499 per night
Guest favorite

Yurt in New Haven

4.91 out of 5 average rating, 254 reviews

Song Bird Sangha Yurt

May 30 – Jun 6

$111 per night
Guest favorite

Cabin in Leicester

4.98 out of 5 average rating, 709 reviews

Log Cabin Getaway near Middlebury and Green Mtns

Jan 23 – 30

$110 per night
Guest favorite

Loft in Keeseville

5.0 out of 5 average rating, 177 reviews

Adirondack Gem in the Champlain Valley/VT Views

Dec 6 – 13

$117 per night
Guest favorite

Home in Jay

4.97 out of 5 average rating, 319 reviews

Yinzer House - Close to Whiteface and Lake Placid

Nov 21 – 28

$99 per night
Guest favorite

Barn in Starksboro

4.97 out of 5 average rating, 102 reviews

The Black Barn in a Mountain Hollow

Sep 10 – 17

$121 per night
Guest favorite

Home in Ferrisburgh

4.99 out of 5 average rating, 243 reviews

Hip Guest Cottage on Lake Property with Farm and Yoga Barn

May 23 – 30

$251 per night
Guest favorite

Farm stay in Salisbury

4.95 out of 5 average rating, 263 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

May 3 – 10

$80 per night
Guest favorite

Apartment in New Haven

4.99 out of 5 average rating, 183 reviews

Dog Team Falls Apartment - Minutes from Middlebury

Mar 1 – 8

$141 per night
Guest favorite

Apartment in Charlotte

4.95 out of 5 average rating, 221 reviews

Charlotte Private Studio Apartment with a View

Jun 3 – 10

$125 per night
Guest favorite

Chalet in Jay

4.94 out of 5 average rating, 138 reviews

Adirondack Base Camp Cabin

Mar 15 – 22

$122 per night
Guest favorite

Tiny home in Jay

4.96 out of 5 average rating, 164 reviews

Cozy tiny house with endless Adirondack adventures

Mar 15 – 22

$92 per night

Other great vacation rentals in Westport

Guest favorite

Cottage in New Haven

4.99 out of 5 average rating, 145 reviews

Hilltop Cottage With a View

Jan 20 – 27

$139 per night
Guest favorite

Cabin in Bristol

4.95 out of 5 average rating, 103 reviews

Cozy Cabin on the River in Bristol

Oct 18 – 25

$151 per night
Guest favorite

Home in Port Kent

4.93 out of 5 average rating, 283 reviews

18 Lake, overlooking beautiful Lake Champlain

May 2 – 9

$102 per night
Guest favorite

Apartment in Shelburne

4.89 out of 5 average rating, 280 reviews

Secluded Village Gem: Cozy Studio Overlooks River!

Sep 13 – 20

$113 per night
Guest favorite

Tiny home in Jay

4.95 out of 5 average rating, 399 reviews

The Shepherd's Crook at Blue Pepper Farm

Jun 13 – 20

$70 per night
Guest favorite

Cabin in Jay

4.96 out of 5 average rating, 653 reviews

Adirondack Mountainside A-Frame

Feb 9 – 16

$164 per night
Guest favorite

Guesthouse in Monkton

4.99 out of 5 average rating, 442 reviews

Cozy & Peaceful 40 Acre Retreat - Pups Welcome

Sep 20 – 27

$149 per night
Guest favorite

Apartment in Westport

4.96 out of 5 average rating, 24 reviews

Lake Champlain Cozy Flat

Nov 4 – 11

$113 per night
Guest favorite

Guest suite in Westport

4.95 out of 5 average rating, 19 reviews

Adorable studio suite above the Carriage House.

Sep 11 – 18

$130 per night
Guest favorite

Home in Westport

4.91 out of 5 average rating, 55 reviews

Lakefront retreat w/dock in the Adirondacks

Apr 17 – 24

$249 per night
Guest favorite

Guesthouse in Panton

4.98 out of 5 average rating, 52 reviews

Serene cottage retreat near Vergennes & Middlebury

Jun 4 – 11

$98 per night
Guest favorite

Apartment in Westport

5.0 out of 5 average rating, 21 reviews

Charming Lakeview Apartment in Westport

Aug 10 – 17

$165 per night

Destinations to explore

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