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Guilford Vacation Rentals

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Check prices for these dates

Tonight
Jul 14 - Jul 15
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Jul 15 - Jul 16
This weekend
Jul 18 - Jul 20
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Jul 25 - Jul 27

Vacation Rentals in Guilford

The Jelly Mill-A Peaceful River Retreat
Stroll up to this charming home surrounded by lush greenery and a well-manicured lawn.

The Jelly Mill-A Peaceful River Retreat

10.0 out of 10, Exceptional, (53)
"Great location, communicative and welcoming hosts, and great amenities. We loved grilling and using the firepit. The surrounding area is great to walk around in. Easy drive from here to Mt Snow."
The Jelly Mill-A Peaceful River Retreat
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Relax by the campfire in a serene wooded setting, surrounded by Adirondack chairs and a rustic picnic table.

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (49)
"really enjoyed our stay. Place would be much better if there was a microwave."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Lovely 2nd Floor Apartment
Relax in a serene space with a comfortable armchair, console table, and lush greenery.

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (30)
"Easy stay, good location for us. Would stay again. "
The price is CA $139
CA $253 total
includes taxes & fees
Jul 15 - Jul 16
Lovely 2nd Floor Apartment
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Escape to a serene cabin retreat surrounded by trees and a seasonal touch.

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

10.0 out of 10, Exceptional, (4)
"We had a magical time at the yurt! Very sweet and rustic but comfortable. Great secluded location but close enough to restaurants and Brattleboro. We will definitely be back. "
The price is CA $174
CA $258 total
includes taxes & fees
Jul 15 - Jul 16
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Bright three-level home with water views, jetted tub, firepit, and pool table
Kitchen features a central island, dining area, and window with outdoor views.

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very good, (29)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Situated in a wooded area, this cabin features a spacious porch, large windows, and a steeply pitched roof.

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

10.0 out of 10, Exceptional, (52)
"Would recommend if anyone wants a quiet, peaceful getaway."
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Relax in a serene hot tub with breathtaking views of the surrounding snowy landscape.

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (43)
"We enjoyed our stay at the Blue House. Its size and location cannot be beat when it comes to group trips. We will be back!"
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Lakefront Orange Vacation Rental - Pet Friendly!
Relax by the serene lake with a picnic table and gazebo amidst tall pine trees.

Lakefront Orange Vacation Rental - Pet Friendly!

10.0 out of 10, Exceptional, (19)
"This place was perfect for our stay! It was clean, nicely decorated/designed and had thoughtful touches. The pictures were spot on for what to expect, it was peaceful, and the view was lovely. Crystal was great and check-in/out was easy! We would definitely stay here again."
Lakefront Orange Vacation Rental - Pet Friendly!
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
Relax on the spacious deck with a table and chairs, surrounded by lush greenery.

Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist

10.0 out of 10, Exceptional, (34)
"This house was the perfect family get away. My family enjoyed everything the property had to offer and also skiing close by. Amanda was very quick to respond to all my questions. Overall my family had a fantastic trip."
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist
Beautiful Custom Built Timber Frame Home, Sleeps 11
Relax in this inviting living room with a stone fireplace, large windows, and comfortable seating.

Beautiful Custom Built Timber Frame Home, Sleeps 11

10.0 out of 10, Exceptional, (103)
"Home was big, clean, and close to mt snow. We had a great stay. Thanks!"
Beautiful Custom Built Timber Frame Home, Sleeps 11
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Enjoy a serene forest view from the comfort of this room, featuring two beds and a cozy seating area.

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (23)
"ideal for a large group of adult friends "
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Situated in a wooded area, this cabin features a welcoming front porch and a serene, secluded environment.

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (128)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Kitchen features a central stove, sink, and patterned tile backsplash, with light cabinets and a window offering a view of the outdoors.

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

10.0 out of 10, Exceptional, (42)
"We had a wonderful stay! Perfect for two people !"
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!
Downtown Hot Tub Escape
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel stove, and oven, surrounded by dark cabinetry and a wooden countertop.

Downtown Hot Tub Escape

9.6 out of 10, Exceptional, (14)
"Property was easy to locate. The rooms were perfect! Hot tub was fantastic! "
The price is CA $459
CA $729 total
includes taxes & fees
Aug 7 - Aug 8
Downtown Hot Tub Escape
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Relax in a spacious living area with a high ceiling and large windows, featuring a dining table, sofa, and television.

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

9.4 out of 10, Exceptional, (14)
"Easy check in and the owner responds immediately to any questions. A really easy close drive to Berkshire East Ski Mountain. "
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Riverside Retreat – Cozy 2-Story Getaway!
Enjoy cooking in this well-equipped kitchen with a central island, microwave, stove, and sink.

Riverside Retreat – Cozy 2-Story Getaway!

9.8 out of 10, Exceptional, (27)
"Interior amazing. Exterior could use some attention"
Riverside Retreat – Cozy 2-Story Getaway!
Family Friendly Hilltop House In Putney Vermont
Escape to a serene oasis surrounded by lush greenery and a tranquil river.

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (56)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
Family Friendly Hilltop House In Putney Vermont
Rare new Home on Lake Whitingham. Semi-priv beach
Enjoy the serene view from this balcony with a wooden table and two chairs.

Rare new Home on Lake Whitingham. Semi-priv beach

10.0 out of 10, Exceptional, (1)
"This home is spectacular, built on a hillside overlooking a pond. Very tastefully built into the landscape. Inside was very well appointed and plenty of room for our family. Three bathrooms was a big plusCould have spent the entire day lookjng out the windows"
Rare new Home on Lake Whitingham. Semi-priv beach
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+
Enjoy a bright and airy space with a high ceiling, skylight, and large window offering a view of the outdoors.

Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+
The dreamiest place in Southern Vermont!
Cozy living room with a stone fireplace, comfortable seating area, and large window offering a view.

The dreamiest place in Southern Vermont!

10.0 out of 10, Exceptional, (5)
"We enjoyed the quiet and convenience of this location to Mt. Snow. It was clean and well stocked. Host was kind and responsive."
The price is CA $425
CA $1,054 total
includes taxes & fees
Jul 15 - Jul 16
The dreamiest place in Southern Vermont!
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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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 4 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 Norcross Wildlife Sanctuary and Fort Dummer 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.