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Gilsum Vacation Rentals

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Gilsum vacation rentals

A two-story house with a front porch, a staircase, and a small garden area.

1. Central Large 2-bedrooms with office in Keene

Central Large 2-bedrooms with office in Keene
Keene
9.6 out of 10, Exceptional, (7 reviews)
"Friendly hosts and excellent location to walk to downtown."
United States
Joshua
$223 nightly
The price is $242
Oct 4 - Oct 5
Total with taxes and fees
Central Large 2-bedrooms with office in Keene
A modern kitchen with granite countertops, stainless steel appliances, and a central island.

2. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
Keene
10.0 out of 10, Exceptional, (4 reviews)
"Communication with the host was easy and the house was great. I would definitely book this home again if/when I come back to Keene."
United States
Jeremy S.
$417 nightly
The price is $452
Oct 20 - Oct 21
Total with taxes and fees
Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!
A modern kitchen with a wooden countertop, dark cabinets, and a large window.

3. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Modern Downtown Escape HotTub Fire Pit Games 12ppl
Keene
9.4 out of 10, Exceptional, (26 reviews)
"Great stay, clean, accommodating and great location. Will stay again!"
United States
cody s.
$319 nightly
The price is $346
Oct 22 - Oct 23
Total with taxes and fees
Modern Downtown Escape HotTub Fire Pit Games 12ppl
A garden with a wooden pergola, purple flowers, and a river view.

4. Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (64 reviews)
"The house was all we expected. Very comfortable and ready for us when we arrived. It’s a bit out of the way, at the end of a private road, but quiet and secluded. Our host was attentive without being intrusive. She clearly wanted to make sure our stay met our expectations and was pleasant. All in all, a delightful way to visit Vermont!"
United States
Susan G.
$228 nightly
The price is $256
Oct 20 - Oct 21
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
A patio area with outdoor furniture, a small garden with purple flowers, and a white building in the background.

5. Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (52 reviews)
"We had a very lovely stay. "
United States
mary c.
$546 nightly
The price is $592
Oct 8 - Oct 9
Total with taxes and fees
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
A rustic cabin with a covered porch, a small shed, and outdoor seating.

6. RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (19 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
$145 nightly
The price is $157
Oct 5 - Oct 6
Total with taxes and fees
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
A lakeside park with picnic tables and a concrete walkway.

7. 2 private mountain RV pads for rent. Full hook ups

2 private mountain RV pads for rent. Full hook ups
Winchester
$75 nightly
The price is $81
Sep 29 - Sep 30
Total with taxes and fees
2 private mountain RV pads for rent. Full hook ups
A house with a deck and a dock extending into a pond, surrounded by autumn foliage.

8. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
Stoddard
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect for our weekend stay. Host responded immediately to our questions. House had all the amenities for an enjoyable time!"
United States
Mary P.
$548 nightly
The price is $594
Sep 29 - Sep 30
Total with taxes and fees
Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston
A wooden deck with a white railing overlooking a lake, surrounded by trees and a small house.

9. Lakefront Family Fun Retreat

Lakefront Family Fun Retreat
Newport
10.0 out of 10, Exceptional, (5 reviews)
"Great visit! The house is perfectly outfitted for a relaxing vacation. Super clean and updated. Really enjoyed the warm waters of Crescent Lake!"
United States
Ann R.
$389 nightly
The price is $422
Oct 21 - Oct 22
Total with taxes and fees
Lakefront Family Fun Retreat
A red house with a covered porch and a chimney.

10. Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (172 reviews)
"We had a very lovely stay. The kitchen was well-equipped and the whole home was very cozy. There was wood for the wood stove and lots of games and puzzles to do. Check-in and check-out was simple. Just what we were looking for! "
United States
Eleanor D.
$313 nightly
The price is $351
Sep 30 - Oct 1
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
A house entrance with a mailbox labeled '9B Mail', a wooden door, and a brick wall interior visible through the open door.

11. Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Peterborough
9.8 out of 10, Exceptional, (44 reviews)
"Wonderful stay! Amazing location!"
United States
Basmattee B.
$187 nightly
The price is $203
Oct 5 - Oct 6
Total with taxes and fees
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
A house with a garage door open, a small porch, and a stone wall.

12. Private studio apartment with 1 car garage parking space

Private studio apartment with 1 car garage parking space
Newbury
10.0 out of 10, Exceptional, (1 review)
"Such an amazing cottage everything you need conveniently located, immaculate, roomy,decorated tastefully such a great place thank you for sharing it .well definitely be back .top notch can't say enough what an amazing experience. Thank you ."
United States
Tracy D.
$390 nightly
The price is $423
Sep 30 - Oct 1
Total with taxes and fees
Private studio apartment with 1 car garage parking space
A modern, compact cabin with large windows, a wooden exterior, and a small porch with outdoor seating.

13. Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
$255 nightly
The price is $286
Oct 20 - Oct 21
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
A conservatory with a view of a lake surrounded by trees. Inside, there are two sofas facing the glass walls.

14. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
Bennington
10.0 out of 10, Exceptional, (14 reviews)
"Very cozy house Perfect for all family trip Very clean "
United States
Marcin W.
$320 nightly
The price is $347
Oct 15 - Oct 16
Total with taxes and fees
Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking
A yurt with a deck, two Adirondack chairs, and a stone fire pit in a forest setting.

15. Yurt Oasis in the woods of Hinsdale, NH

Yurt Oasis in the woods of Hinsdale, NH
Hinsdale
9.4 out of 10, Exceptional, (10 reviews)
"What an amazing Yurt. The location was so peaceful. The yurt and outhouse was super clean. Hosts were friendly and helpful. I would stay again if in the area."
United States
Troy H.
$132 nightly
The price is $143
Sep 29 - Sep 30
Total with taxes and fees
Yurt Oasis in the woods of Hinsdale, NH
A wooden cabin with a balcony, surrounded by trees.

16. Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River

Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
Newport
9.6 out of 10, Exceptional, (27 reviews)
"Amazing weekend stay with our pup! Looking forward to staying here in the summer! "
United States
Naydene G.
$373 nightly
The price is $405
Oct 4 - Oct 5
Total with taxes and fees
Sugar River Treehouse -relaxing escape among the trees on the serene Sugar River
A modern kitchen with wooden cabinets, a stainless steel refrigerator, a built-in oven, and a large island with bar stools.

17. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (1 review)
"This place was really beautifully appointed and thoughtfully stocked. Kitchen stock was great.Lots of coffees, teas, bottled water…all very thoughtful touches. Comfy beds. Beautiful little home. Pond was really nice. Convenient to Monandock. Really loved it. Lots of appreciation for the hosts."
United States
Len S.
$259 nightly
The price is $280
Sep 29 - Sep 30
Total with taxes and fees
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
A room with white paneled walls, a wooden bench, a teal cushion, a vase with flowers, a framed picture, and a shelf with books and a small electronic device.

18. Cozy Vermont Tiny Home Get Away

Cozy Vermont Tiny Home Get Away
Brattleboro
$99 nightly
The price is $112
Oct 29 - Oct 30
Total with taxes and fees
Cozy Vermont Tiny Home Get Away
A hot tub with a stone surround, wooden beams, and string lights.

19. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
Antrim
9.8 out of 10, Exceptional, (10 reviews)
"Great place to relax with a woody vibe. Excellent stay"
United States
Logan V.
$542 nightly
The price is $588
Sep 29 - Sep 30
Total with taxes and fees
16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard
A kitchen with a brick fireplace, wooden cabinets, a central island with stools, and a large window with plants.

20. Cobb Meadow House: Cozy 5 Bedroom Retreat

Cobb Meadow House: Cozy 5 Bedroom Retreat
Dublin
10.0 out of 10, Exceptional, (26 reviews)
"Good place to stay during a wedding week"
United States
Veronique S.
$639 nightly
The price is $678
Sep 29 - Sep 30
Total with taxes and fees
Cobb Meadow House: Cozy 5 Bedroom Retreat
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 Gilsum Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"The hotel was clean and it was quiet in my room. Staff were nice. It was conveniently located"
Lauren 2-night trip
Posted less than an hour ago
Hampton Inn Brattleboro

Find out more about Gilsum

Everything you need to know about Gilsum 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 Gilsum 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 Gilsum vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gilsum vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gilsum. 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 Gilsum 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 $157 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 Gilsum rentals

At Expedia, we put the best Gilsum 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 Gilsum 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 Gilsum 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 Gilsum. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Gilsum?

Yes, we give you a choice of vacation rentals close to well known attractions in Gilsum, or you can go with a more secluded option if you'd like a relaxing place to stay.

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

SPACIOUS Custom 5 Bed Home Minutes to Mt.Sunapee! Garage, Hot Tub, Game Room!: This vacation home rental outside of Gilsum is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What can I see and do in Gilsum?

Andorra Forest and Ashuelot River are a couple of lovely local spots to get outside and enjoy nature. Brentwood Golf Course and Granite Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Gilsum?

A vacation rental is a private property you can stay in for a long or short time in Gilsum. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.