Guilford Vacation Rentals from CA $219: Short-Term Rentals for 2026

Q: What are some of the best vacation rentals in Guilford?

The Jelly Mill-A Peaceful River Retreat : This highly rated vacation home rental in Guilford is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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Our top choices for Guilford vacation rentals

1. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

CA $616 total

includes taxes & fees

Sep 7 - Sep 8

2. Vikings Villages Resort - Double Bed Room

Guilford

CA $470 total

includes taxes & fees

Aug 16 - Aug 17

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

Hinsdale

Adrienne

CA $219 total

includes taxes & fees

Aug 24 - Aug 25

4. Yurt Oasis in the woods of Hinsdale, NH

Hinsdale

Julie

CA $187 total

includes taxes & fees

Aug 25 - Aug 26

5. Lovely 2nd Floor Apartment

Greenfield

Christa B.

CA $280 total

includes taxes & fees

Aug 17 - Aug 18

6. The Studio with a View. Bring your dog, too!

Brattleboro

s p.

CA $339 total

includes taxes & fees

Sep 2 - Sep 3

7. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Mark

8. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Kristina M.

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Top Guilford Hotel Reviews

Inn At Mount Snow

10/10 Excellent

"i love ❤️ 10/10"

Hideaway Inn Mt. Snow

8/10 Good

"The style and aesthetic of the Hideaway Inn was unique and cool. The attention to detail as far as honing in on the Vermont ski aesthetic along with the retro record player in each room as well as common rooms was also pleasant. The room itself was small for my family of 4 plus a dog, but the outdoor balcony space as well as the variety of shared spaces was helpful. The Inn had a play space geared more towards young children as well as an upstairs loft geared for older children, with board games and puzzles, or adults. My young children loved the play area; it could have used a bit more lighting though. There was only one innkeeper on staff plus a text number should there be any needs or emergencies. The text number was not so hopeful for when we needed a plunger. There is a supplies closet that had towels, bottle openers, extra tissues, toilet paper, etc. That was helpful. When booking our room, I was under the impression all two bed rooms had a bathtub in the bathroom. Ours did not, and in an attempt to switch rooms, it was not possible due to an incoming check in later in the week which would have required several re-bookings, as per the innkeeper. We made it work with our young children. The space outside of the Inn was beautiful with an outdoor patio, fire pit, and a pool. There was a coffee machine and water machine. On our last two days, however, the coffee machine did not work."

The Inn At Crumpin Fox

8/10 Good

"This hotel is a solid option when exploring the northern edges of Western Mass. The air conditioning was fantastic, and in an area where many have none, or are working from window units, this was useful for an August stay. There are no real frills at The Inn, but the water pressure is good and the AC works, so that’s a high recommendation."

Windmill Motel Restaurant

10/10 Excellent

"I love the outdoor seating area with the tent and outdoor couches and I love the colors and textures used for the room I stayed in. When I checked in, I was hot from being at SoulFest and the owners gave me a cloth hand fan for free! When I came home that night, I was hungry and there were chips and chocolates in my room! That was wonderful and thoughtful. They also sell food in the office, if you need something more substantial. The mattress and pillows were so comfortable that I had trouble getting myself up the next morning! Slept like a rock. 10/10 for the Windmill! Can't wait to see what the restaurant will be like when it opens! I will definitely come back next year, if there is availability!"

Latchis Hotel

8/10 Good

"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."

Find out more about Guilford

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Guilford. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Guilford?

Yes, there are vacation rentals close to the most popular points of interest in Guilford, or you can select a more remote option if you want a relaxing place to stay. Guilford is known for its shopping.

What are some of the best vacation rentals in Guilford?

The Jelly Mill-A Peaceful River Retreat: This highly rated vacation home rental in Guilford is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Guilford?

Expedia has 7 vacation rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Explore the area and family-friendly sights such as Brattleboro Bowl, or get out into nature at a spot like Brattleboro Common. Other places in town to visit include Fort Dummer State Park and Sweet Pond State Park.

What’s a vacation rental in Guilford like?

Vacation rentals are private properties you can reserve for a couple days or more in Guilford. Vacation rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get 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.

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Our top choices for Guilford vacation rentals

1. Stunning Glass House nestled in the Vermont wilderness!

2. Vikings Villages Resort - Double Bed Room

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

4. Yurt Oasis in the woods of Hinsdale, NH

5. Lovely 2nd Floor Apartment

6. The Studio with a View. Bring your dog, too!

7. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

8. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

9. Chalet Mount Snow/Stratton Skiing/hiking

10. 2 private mountain RV pads for rent. Full hook ups

11. Family Friendly Hilltop House In Putney Vermont

12. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

13. Cozy private 2 bed apartment in Shelburne Falls

14. Light-filled treetop apartment close to downtown Greenfield and Highland Park

15. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

16. Balcony Room in Victorian Home private bath

17. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

18. Cozy 3 bedroom condo 2.5 miles to Mount Snow

19. A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

20. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Find vacation rentals that suit your style

Top Guilford Hotel Reviews

Inn At Mount Snow

Hideaway Inn Mt. Snow

Best Western Plus Keene Hotel

Hampton Inn Brattleboro

Vikings Villages Resort

Riverside Hotel, an Ascend Collection Hotel

The Inn At Crumpin Fox

Windmill Motel Restaurant

Latchis Hotel

Find out more about Guilford

Frequently asked questions

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