Island Pond Vacation Rentals

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Check prices for these dates

Tonight
Dec 27 - Dec 28
Tomorrow
Dec 28 - Dec 29
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Island Pond vacation rentals

Smart TV
Island Pond Apartment on VAST Trail – 2BR, 1BA

Island Pond Apartment on VAST Trail – 2BR, 1BA

Island Pond Apartment on VAST Trail – 2BR, 1BA
Brighton
9.4 out of 10, Exceptional, (3)
"clean, convenient, easy trail access "
United States
Doug T.
$243 nightly
The price is $266
Jan 11 - Jan 12, 2026
Total with taxes and fees
Island Pond Apartment on VAST Trail – 2BR, 1BA
Dining
Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA
Brighton
10.0 out of 10, Exceptional, (2)
"Fantastic house. Great service. Friendly. "
United States
David P.
$431 nightly
The price is $471
Jan 4 - Jan 5, 2026
Total with taxes and fees
Historic Island Pond Home on VAST Trail – 3BR, 2BA
Terrace/patio
Island Pond Apartment on VAST Trail – 3BR, 2BA

Island Pond Apartment on VAST Trail – 3BR, 2BA

Island Pond Apartment on VAST Trail – 3BR, 2BA
Brighton
8.8 out of 10, Excellent, (3)
"Great place to stay and super close to town"
United States
Jordon T.
$432 nightly
The price is $472
Dec 28 - Dec 29
Total with taxes and fees
Island Pond Apartment on VAST Trail – 3BR, 2BA
Property grounds
Throw your tent anywhere on property

Throw your tent anywhere on property

Throw your tent anywhere on property
1.0 star property
Westmore
10.0 out of 10, Exceptional, (2)
"Everything was great!!! A view is amazing..."
Canada
Yulia
$61 nightly
The price is $68
Dec 28 - Dec 29
Total with taxes and fees
Throw your tent anywhere on property
Property grounds
Peaceful camp with breathtaking views

Peaceful camp with breathtaking views

Peaceful camp with breathtaking views
1.0 star property
Westmore
10.0 out of 10, Exceptional, (2)
"Had a group of around 15 adults and 2 dogs! Was a great view and easy set up! Had a nice place to have a bonfire and blackstone to cook on. Shared some s’mores and a smile with Frank, the host!"
United States
miranda W.
$88 nightly
The price is $99
Dec 28 - Dec 29
Total with taxes and fees
Peaceful camp with breathtaking views
Property grounds
Throw your tent anywhere!

Throw your tent anywhere!

Throw your tent anywhere!
1.0 star property
Westmore
$61 nightly
The price is $68
Dec 28 - Dec 29
Total with taxes and fees
Throw your tent anywhere!
Property grounds
2bdrm East Burke Apt *Great Location*

2bdrm East Burke Apt *Great Location*

2bdrm East Burke Apt *Great Location*
East Burke
9.8 out of 10, Exceptional, (175)
"Lovely, clean and perfect for a weekend away"
United States
Monica C.
$186 nightly
The price is $208
Dec 28 - Dec 29
Total with taxes and fees
2bdrm East Burke Apt *Great Location*
Fridge, microwave, oven, stovetop
Cozy Mountain View Retreat

Cozy Mountain View Retreat

Cozy Mountain View Retreat
Brighton
9.8 out of 10, Exceptional, (20)
"We really enjoyed our stay. The animals were so cool. The farmer’s market was awesome! Highly recommend! "
United States
Thomas C.
$239 nightly
The price is $268
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy Mountain View Retreat
Property grounds
LITTLE SISTER'S CAMP SITE

LITTLE SISTER'S CAMP SITE

LITTLE SISTER'S CAMP SITE
Newport
7.0 out of 10, Good, (2)
"Misleading. Couldn't drive in because of mud and rough terrain. Could not find owner at first. Although toni was really nice and offered us a place to stay under his deck we felt like we were imposing. Asked about a fire and we were brought next door ti another campers fire. We really felt like we were imposing on someone else quite night with there family. We ended leaving and driving home"
United States
Chris H.
$50 nightly
The price is $56
Dec 28 - Dec 29
Total with taxes and fees
LITTLE SISTER'S CAMP SITE
Property grounds
Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views

Rv/camper hook ups with scenic views
Westmore
$88 nightly
The price is $99
Dec 28 - Dec 29
Total with taxes and fees
Rv/camper hook ups with scenic views
Fridge, microwave, oven, stovetop
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
Barton
10.0 out of 10, Exceptional, (17)
"Super Nice and very close to the Lake"
United States
Kenneth B.
$515 nightly
The price is $577
Jan 7 - Jan 8, 2026
Total with taxes and fees
HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
Fridge, microwave, oven, stovetop
Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains

Modern one bedroom home within Kirby’s mountains
Kirby
10.0 out of 10, Exceptional, (7)
"We had a lovely time at Mini Kirby Hideaway; it was exactly what my husband, myself, and our dogs needed: time in a quiet, relaxing space. We rode from the house to Kingdom Trails; therefore, even the location was in a prime spot. We definitely will be staying here again."
United States
Lisa H.
$495 nightly
The price is $554
Jan 3 - Jan 4, 2026
Total with taxes and fees
Modern one bedroom home within Kirby’s mountains
Property grounds
Classic original cedar log cabins set on Simms Stream in the North East Kingdom.

Classic original cedar log cabins set on Simms Stream in the North East Kingdom.

Classic original cedar log cabins set on Simms Stream in the North East Kingdom.
Colebrook
4.0 out of 10, (1)
"Small cozy cabin, nice area, a bit loud because is right in front of the main road, bathroom was not clean, i booked 3 Adults and got one cabin with a small bed, unable to rest, reached out host no answer."
United States
Diana
$215 nightly
The price is $233
Jan 5 - Jan 6, 2026
Total with taxes and fees
Classic original cedar log cabins set on Simms Stream in the North East Kingdom.
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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Top Island Pond Hotel Reviews

Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

10/10 Excellent
"nice place "
Rob 1-night trip
Posted 4 days ago
Pine Crest Motel And Cabins

Find out more about Island Pond

Everything you need to know about Island Pond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Island Pond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Island Pond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Island Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Island Pond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Island Pond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $68 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Island Pond rentals

At Expedia, we put the best Island Pond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Island Pond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Island Pond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Island Pond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Island Pond?

Yes, we offer vacation rentals close to top sights in Island Pond, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Island Pond has to offer?

Kid and Dog friendly 3-bedroom home with pool, fitness room, and privacy: This vacation home rental outside of Island Pond offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of books so you can immerse yourself in your vacation.

How many vacation rentals are there in Island Pond?

Expedia has 93 vacation rentals for your stay in Island Pond.

What can I see and do in Island Pond?

While you're exploring the area, Island Pond and Seymour Lake are a couple of picturesque spots to get outside and enjoy nature. While here, Island Pond Public Library and Island Pond Historical Society Museum are other places worth a visit.

What are vacation rentals like in Island Pond?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Island Pond. Vacation rentals feature amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.