Island Pond Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Island Pond

Come stay at the Kirby Hideaway!

10.0 out of 10, Exceptional, (82)
"We had a fabulous weekend here to celebrate a family birthday. The place was comfortable, spacious and clean, the views are better than the pictures, and it was the perfect spot for our family including two toddlers, a baby, and a couple of dogs! I'd love to come back one day. Todd was a wonderful and gracious communicator when I reached out to him directly, and he responded immediately for a question I had after our stay had ended. For future visitors, I would recommend checking in with him if...
Come stay at the Kirby Hideaway!

Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

10.0 out of 10, Exceptional, (10)
"Rented the place in mid-oct for a second-marriage honeymoon. The place was easy to find and was set up perfectly for a two person cozy stay. House faces the sunset and has a deck and sitting porch. Brought my little boat and the boating access is across the street. We had zero issues. We would definitely come back!! Definitely worth it. 👌 "
Lake Willoughby Views and access. Boat Dock and Beach Wood fired hot tub

Great Location, new lower rates on access road to Burke Mountain Ski Area .

9.0 out of 10, Wonderful, (81)
"A little bit tight for more than 5 but with good weather and a fire pit quite comfortable. Great entry room for bikes and work shop. Ping pong in the garage was a plus. It's a great location. "
The price is AU$466
includes taxes & fees
12 Dec - 13 Dec
Great Location, new lower rates on access road to Burke Mountain Ski Area .

2bdrm East Burke Apt *Great Location*

9.8 out of 10, Exceptional, (157)
"It was everything we wanted and Amy was a great host. "
The price is AU$298
includes taxes & fees
4 Dec - 5 Dec
2bdrm East Burke Apt *Great Location*

Beautifully Renovated Classic Vermont Lake View Cottage

9.6 out of 10, Exceptional, (94)
"We had a really nice stay. Tim was very kind and inviting, made sure check in was a breeze, and was helpful with recommendations. The kitchen had everything we needed. The location is great, as is the view. Bed was comfortable but is also on wheels which was a problem for our dog going under the bed. We also discovered a lot of dust bunnies under the bed and arm chair as a result. Lastly, you should know that the water is sulfurous. It didn't bother us but it's worth knowing. We would...
Beautifully Renovated Classic Vermont Lake View Cottage

Sweet Escape Cottage on River

9.6 out of 10, Exceptional, (9)
"We stayed in the cottage during the third weekend of October, yet the foliage was still beautiful. We were located just a few minutes away from Crystal Lake State Park, Lake Willoughby, and wonderful local restaurants like Roberto's Pizza and Barton Baking. The cottage was very clean and had everything we needed, including heating and a nice fireplace. Highly recommend!"
Sweet Escape Cottage on River

Lakeside Isbell Cottage and Isbellita Guest Cottage

9.8 out of 10, Exceptional, (25)
"Fantastic location. Hose had everything we needed for our family visiting for a family wedding. We enjoyed hanging out on the porch, swimming and relaxing at the dock and gathering together for dinner. Thanks for a lovely stay. Stunning fall foliage too!"
Lakeside Isbell Cottage and Isbellita Guest Cottage

The Riverfront Condo II

9.8 out of 10, Exceptional, (17)
"Great place to stay! Clean and cozy. "
The Riverfront Condo II

Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

9.6 out of 10, Exceptional, (37)
"We loved the cabin and location. Willoughby lake right across the street. I will go back next year."
Gebhardt Getaway - Charming LAKEFRONT Cottage on Lake Willoughby

Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

10.0 out of 10, Exceptional, (12)
"Great location on beautiful Maidstone Lake. Family trip. Enjoyed kayaks, paddleboards, firepit, fishing. Morning mist, evening sky, sound of loons, surrounding woods all contribute to this special place."
Maidstone VT<br><br>Great location Majestic Maidstone Lake VT<br> 5 Bedroom retreat

May Brook Falls Cottages, Cottage #2

10.0 out of 10, Exceptional, (9)
"Perfect quaint tiny house cottage with super location next to beach at lake! Fall foliage, waterfall, bubbling brook! Open grassy space, bbqs and fire pit seating! Private and cozy, yet easy trip to downtown! Yes!"
May Brook Falls Cottages, Cottage #2

Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!

10.0 out of 10, Exceptional, (13)
"Clean and comfortable. We stayed for 4 nights. Our dog loved the very large, fenced in, backyard. We didn't use the deck or the firepit, but both looked nice. Inside the house was clean and had comfortable furniture. The kitchen was well stocked. Large TVs in the living room, master bedroom and 1 other bedroom. "
Burke Mtn Views and Kingdom Trail Access at this pet-friendly home!

5 Min.Walk to Averill Lake and VAST Access snowmobile trails!Pet friendly!

9.8 out of 10, Exceptional, (8)
"Was in the area for moose hunting and this property is in a great location. Easy check in and out process and very quick response from the owner! Everything was very accurate in the listing. "
The price is AU$322
includes taxes & fees
18 Dec - 19 Dec
5 Min.Walk to Averill Lake and VAST Access snowmobile trails!Pet friendly!

Rustic Authentic Off-grid Log Cabin 15 minutes from Kingdom Trails

9.8 out of 10, Exceptional, (55)
"This is my fiancé and I 4th time renting out this cabin, we love it ! It is the perfect weekend getaway. If you’re looking to spend some quality time and just disconnect then this place is for you! I would 100% recommend."
Rustic Authentic Off-grid Log Cabin 15 minutes from Kingdom Trails

Mountain side cabin views of sunsets every day nearest neighbor is a mile away

9.0 out of 10, Wonderful, (6)
"For mountain bikers looks for easy access to the KT East Haven Trails, this place is a gem. The cabin has great views of the valley and the outdoor shower was quit nice. Overall a great place for a weekend retreat with friends or family."
Mountain side cabin views of sunsets every day nearest neighbor is a mile away

Updated Condo Next to Burke Mountain Bike Trails!

9.6 out of 10, Exceptional, (22)
"We had a fantastic and comfortable stay at this wonderful condo! It is gorgeous and there’s so much room. A wonderful stay and we would love to return one day. Thank you!"
Updated Condo Next to Burke Mountain Bike Trails!

Secluded trailside cabin for 8 people on Kingdom Trails

9.4 out of 10, Exceptional, (53)
"Exactly what we were looking for. Residence was clean, located perfectly near biking trails and gave us a great place to rest and recharge before hitting the trails again"
Secluded trailside cabin for 8 people on Kingdom Trails

Cozy mountain view retreat

10.0 out of 10, Exceptional, (13)
"Comfortable and clean away from the hustle and bustle of touristy areas. Beautiful view. Washer and dryer were a great amenity to catch up from a weeks worth of travel. Farm fresh eggs, and tasty pumpkin bread for breakfast. "
The price is AU$402
includes taxes & fees
1 Dec - 2 Dec
Cozy mountain view retreat

The Riverfront Guest Home

10.0 out of 10, Exceptional, (21)
"The property was well-maintained and the views were great. Dave was accommodating. We will visit again and I highly recommend staying at The Riverfront Guest Home."
The Riverfront Guest Home

Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile

10.0 out of 10, Exceptional, (58)
"This is our second time back. We love the house and how many people it can accommodate, big windows in the common area, big kitchen, fireplace, grill and access to the slope."
Large Modern Chalet - Slope Side - On Burke MT-Mt Bike, Hike, Ski, Snowmobile
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.
Don't see what you're looking for?
See all available properties in Island Pond
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Island Pond you may be interested in

The Wildflower Inn

3.0 star property
8.8 out of 10, Excellent, (96)
"Lovely spot! "
The price is AU$224
includes taxes & fees
3 Dec - 4 Dec
The Wildflower Inn

Burke Mountain Hotel & Conference Center

3.0 star property
9.0 out of 10, Wonderful, (245)
"Beautiful place "
The price is AU$259
includes taxes & fees
3 Dec - 4 Dec
Burke Mountain Hotel & Conference Center

Seymour Lake Lodge

2.0 star property
9.4 out of 10, Exceptional, (136)
"A cosy, comfortable room with great character and a very friendly host set in a beautiful location. "
The price is AU$226
includes taxes & fees
1 Dec - 2 Dec
Seymour Lake Lodge
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are there holiday rentals in Island Pond?

Yes, there are holiday rentals close to the most popular sights in Island Pond, or you can select a more secluded option if you're looking for a relaxing stay.

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

Come stay at the Kirby Hideaway!: This highly rated holiday home rental in Island Pond is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. Our travellers also rate Maidstone VT

Great location Majestic Maidstone Lake VT
5 Bedroom retreat
as a favourite home for rent in Island Pond.

How many holiday rentals are there in Island Pond?

Expedia has 97 holiday rentals for your stay in Island Pond.

What can I see and do in Island Pond?

While exploring the area, visit family-friendly sights like Fairbanks Museum of Natural Science, or get outside and enjoy nature at Seymour Lake. In the wider area, you’ll find Lake Willoughby and Mount Pisgah.

What are holiday rentals like in Island Pond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Island Pond. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family getaway.