Gilsum 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 Gilsum

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (140)
"Great little house to enjoy spending time with family and all that VT has to offer. Wonderful host, we will be back."
The price is NZ$581
per night
10 Jun - 11 Jun
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
10.0 out of 10, Exceptional, (54)
"Great location for our destination wedding nearby. Spacious home with a nice sunroom. Loved how you felt away from it all yet were very close to groceries, shops and restaurants."
Spacious Estate With Mtn Views! Private Setting, Great Family Home!!
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, (4)
"What a beautiful clean cabin nestled next to a brook with lots of hiking paths to explore. Centrally located to several ski resorts. Matt was the most excellent host! I look forward to returning during other seasons!"
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Save an average of 15% on thousands of hotels when you're signed in
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
10.0 out of 10, Exceptional, (8)
"The house was superb for our family visit! We enjoyed it all! Linda was a perfect hostess…,so attentive!"
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
9.8 out of 10, Exceptional, (23)
"Neat spot right on the lake. Really close to Mount sunapee. Plenty of space for my family of 5. House was well stocked."
Beautiful lakefront Summer Lake House & Ski Cottage near Mt. Sunapee
Hilltop Home with Great Views
9.2 out of 10, Wonderful, (12)
"Michelle made our experience super easy and memorable! Drive up a private road and a pretty steep hill (4wd a must in winter) to a secluded, beautiful house with plenty of space. Just you and nature. The house itself has all the amenities - full kitchen, sitting areas, and even a wood stove that Michelle started up before we got there. Beds are comfortable, and the bathrooms have insane mountaintop views. Michele even left a few eggs for starter breakfast which was much appreciated. You can’t...
The price is NZ$551
per night
30 Jun - 1 Jul
Hilltop Home with Great Views
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
10.0 out of 10, Exceptional, (8)
"This house was perfect. It was clean, and well equipped. Beautiful location. We found so many nearby fall activities. And the foliage was peaking, everywhere was beautiful. The Intervale Pancake House next to Pats Peak has a great breakfast. Hikes in Fox Forest. I enjoyed sitting on the dock in the morning with my coffee and the evening with my wine. If you’re looking for a not too far fall getaway, this place is what you want! Thank you Tim!"
Cozy Lakeside Year Round Retreat ☀️🛶 🎣 🏊 🍁 🎃 🍎 🎿🏂 ❄️ & 🐾 are welcome 😊
SPACIOUS Custom 5 Bed Home Minutes to Lake Sunapee! Garage, Hot Tub, Pool Table!
10.0 out of 10, Exceptional, (13)
"I booked a weekend stay on behalf of The Brotherhood: Men of Color Success Initiative at Salem State University. Samantha was a fantastic host from an organizing perspective. She was communicative, transparent, and answered my questions efficiently and effectively. She even refunded us for refilling the propane tank for the gas grill. Here is a review from The Brotherhood advisor, who stayed on the property with our students: "Sam—Thank you for sharing your beautiful Newbury, NH property with...
SPACIOUS Custom 5 Bed Home Minutes to Lake Sunapee! Garage, Hot Tub, Pool Table!
12 ppl two hot tubs, game room, fire pit
10.0 out of 10, Exceptional, (1)
"We were the commercial- 4 friends needed a place to stay before a retreat in Hancock , NH. This spacious, immaculately clean 4 bedroom, 2 bath (actually 2apartments) was just what we needed! Comfortable couches and beds, beautiful appliances, and a before bed hot tub! It was perfect for our needs. Host was immediately available for a minor issue. Appreciated the great renovation of this old farmhouse and the labelling of all drawers and light switches."
The price is NZ$886
per night
20 Jun - 21 Jun
12 ppl two hot tubs, game room, fire pit
Family Friendly Hilltop House In Putney Vermont
9.6 out of 10, Exceptional, (50)
"The house was excellent and the view of the pond was amazing! But what we appreciated the most was Michele's help and communication about the snowstorm that was set to hit the area. She had excellent info and advice and was able to move our stay up a day so we could stay ahead of the storm. We had a great trip to Vermont and very much appreciate her help!"
The price is NZ$540
per night
28 Jun - 29 Jun
Family Friendly Hilltop House In Putney Vermont
Lakefront Cabin/ 314' Shoreline
Lakefront Cabin/ 314' Shoreline
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
9.8 out of 10, Exceptional, (13)
"We loved our stay at the Cozy Cabin! It was wonderful to view the sunrise over the lake from the windows each morning. The lake was easy to access. The owners of the cabin were very helpful and have thought of everything to make things comfortable and enjoyable. It’s a good idea to plan your meals and bring all of your food with you so you never have to leave and can enjoy all of your time at the cabin and on the lake. This was a perfect choice for our family to enjoy a fall weekend in New...
Open, Sunlit Cottage; hiking, fishing, kayaking, skiing. Water access!
Highland Lake Waterfront home perfect for family, fun, outdoors, and S’Mores!
10.0 out of 10, Exceptional, (18)
"We enjoyed our stay very much. We did not use the water activities due to weather, but we went for the cool tempertures and fall leaves. Tom is great and available for any questions. We had no problems, but felt that if we did Tom was within reach. There was wood to enjoy a fire which was very nice. Next time we will need a few more days. Lynn"
Highland Lake Waterfront home perfect for family, fun, outdoors, and S’Mores!
Charming NH log cabin "Lake Escape" on Highland Lake in Stoddard ~
9.4 out of 10, Exceptional, (85)
"A Friendly, well equipped, and close to the enjoyable trails cabin. Not directly on the lake. Gracious hostess."
Charming NH log cabin "Lake Escape" on Highland Lake in Stoddard ~
Cozy Camp in the woods surrounded by nature.!
10.0 out of 10, Exceptional, (10)
"Beautiful setting, quiet, bucolic. Cabin super clean and rustic. Well equipped, clean gym. Owners are super and very kind. A "
The price is NZ$329
per night
11 Jun - 12 Jun
Cozy Camp in the woods surrounded by nature.!
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
10.0 out of 10, Exceptional, (39)
"My husband and I wanted a relaxing few days to get away from our hectic lives. This small cabin was perfect, comfortable, and nicely appointed. Reading a book on the screened in porch with a cup of coffee was my favorite part. It is a quiet place in the woods but close to many small and quaint towns to visit in Vermont. The Newfane Store a few miles down the road was a great place to grab a coffee and meal. I also really appreciate that I could bring my dog. Many thanks for a warm and cozy...
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
10.0 out of 10, Exceptional, (147)
"Very happy with our stay. House was super clean, was stocked with everything we needed and the views from the deck were great. If you’re looking for a quiet getaway this house is perfect!"
Amazing Mt. Sunapee Region Home Convenient for many activities! Winter Is Open!
Relaxing Hot Tub Getaway
10.0 out of 10, Exceptional, (8)
"The hot tub was great and the peace and quiet was very nice."
The price is NZ$448
per night
20 Jun - 21 Jun
Relaxing Hot Tub Getaway
Pristine Waterfront, Charming Home, Breathtaking Views
9.8 out of 10, Exceptional, (48)
"We stayed at the cabin on the lake for a long weekend in the fall and had a great time. The amenities in the cabin are just as described and the cabin was super comfortable for my family of five. The pond itself was super quiet being the fall and we enjoyed a few nice canoe paddles with the local loon. The end of the road location was great and we really enjoyed the peace and quiet. Would highly recommend!"
Pristine Waterfront, Charming Home, Breathtaking Views
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
10.0 out of 10, Exceptional, (11)
"Beautiful home with everything that we needed. Short drive to Landmark College to see our daughter and close to Brattleboro shopping and restaurants. The river was also wonderful to wake up to. Highly recommend! "
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Don't see what you're looking for?
See all available properties in Gilsum
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.

Other types of properties in Gilsum you may be interested in

Colonial Motel And Spa
3.0 star property
7.0 out of 10, Good, (1001)
"Very comfortable and relaxed "
The price is NZ$157
per night
9 Jun - 10 Jun
Colonial Motel And Spa
The Covered Bridge Inn
2.5 star property
8.2 out of 10, Very good, (1010)
"Pro: Attractive motel. "Suite" is a large comfortable room. Friendly staff. Con: TV is a joke - few channels, poor quality. Breakfast is very basic. "
The price is NZ$127
per night
12 Jun - 13 Jun
The Covered Bridge Inn
Hampton Inn Brattleboro
2.5 star property
8.4 out of 10, Very good, (904)
"Very helpful at check-in "
The price is NZ$226
per night
2 Jul - 3 Jul
Hampton Inn Brattleboro
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gilsum holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Gilsum. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Gilsum. Seeing all the best attractions is bound to make you fall in love with Gilsum. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Gilsum short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Gilsum?

Yes, there are holiday rentals close to the most popular sights in Gilsum, 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 Gilsum has to offer?

Charming Waterfront Log Cabin: This holiday home rental outside of Gilsum is located on the waterfront, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Gilsum?

Explore the area and family-friendly sights such as Vermont Country Store, or get out into nature at a spot like Ashuelot River. Alumni Field and Colonial Theatre are a couple of places you'll find in the wider area.

What are holiday rentals like in Gilsum?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Gilsum. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.

Recent reviews of Gilsum properties
Expedia verified reviews