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Guilford Holiday Rentals

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Holiday Rentals in Guilford

Cozy Cottage Along Idyllic Green River
Exterior

Cozy Cottage Along Idyllic Green River

10.0 out of 10, Exceptional, (43)
"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...
Cozy Cottage Along Idyllic Green River
Walk to Mount Snow, Cozy, Clean and Comfortable!
Pool

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (29)
"Upon reserving the property, I sent an email to the owner and requested an early checkin, he responded very quickly and accomodated my request. The check in process was very easy, and the property was very clean. The only issue was the hot tub was not installed and functioning dury my stay, which I specifically asked for. The inside of the condo was very clean and the owner provided everything you needed. The only downside was the outside of the property was a little run down and needed some...
Walk to Mount Snow, Cozy, Clean and Comfortable!
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Outdoor spa tub

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

9.0 out of 10, Wonderful, (41)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Seasons On Mount Snow - Ski-in/Ski-out
Indoor pool, a heated pool

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (157)
"This was possibly one of the best VRBO experiences for me. Flawless in all respects"
Seasons On Mount Snow - Ski-in/Ski-out
Bear Creek Cabin
Exterior

Bear Creek Cabin

9.8 out of 10, Exceptional, (20)
"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"
The price is AU$939
includes taxes & fees
2 Dec - 3 Dec
Bear Creek Cabin
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

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

9.0 out of 10, Wonderful, (42)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
TV, fireplace, DVD player, books

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

9.6 out of 10, Exceptional, (54)
"This was our second visit to the chalet. It was just as wonderful as the first time. The chalet is incredibly cute and cozy. It's location is perfect for a quiet getaway, while also being very close to downtown Wilmington and many hiking trails. I would highly recommend!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
Spa

Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

10.0 out of 10, Exceptional, (21)
"The property is exactly as described! We loved the proximity to the mountain. The house is adorable and perfectly suited for our family. The host was VERY responsive and had great customer service during our stay. We can not wait to come back again!"
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Exterior

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

10.0 out of 10, Exceptional, (48)
"Peaceful, beautiful property. Was a relaxing stay, had everything we needed. "
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9 bedrooms, desk, iron/ironing board, free WiFi

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

9.4 out of 10, Exceptional, (19)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Interior

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Dog-friendly chalet cabin with valley view, deck, and private hot tub
TV

Dog-friendly chalet cabin with valley view, deck, and private hot tub

7.6 out of 10, Good, (17)
"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Mount Snow's Best View - Sleeps 8-10
Fridge, microwave, oven, stovetop

Mount Snow's Best View - Sleeps 8-10

10.0 out of 10, Exceptional, (44)
"The property has great views of the mountain, the place was clean and offered plenty of space. It is located near plenty of restaurant's and across the street from Mt. Snow. The clubhouse is new and was a nice bonus to use. "
Mount Snow's Best View - Sleeps 8-10
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Terrace/patio

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.6 out of 10, Exceptional, (40)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books

Wilmington Vacation Rental Near Hiking and Skiing!

9.4 out of 10, Exceptional, (12)
"Beautiful cabin! Right in the middle of nature with plenty of things to do nearby. Host was exceptional!"
Wilmington Vacation Rental Near Hiking and Skiing!
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
1 bedroom, iron/ironing board, WiFi, bed sheets

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

8.8 out of 10, Excellent, (3)
"My stay with a friend at this location was extremely pleasant overall; the home was well furnished, stocked, and the surroundings of rural Vermont were beyond gorgeous. The interior was very well cleaned when I arrived, though my friend and I very quickly noticed that there was a distinct septic-like odor in the house's central hallway area and the home's exterior (walking up to the entryway, etc). This smell persisted throughout the duration of the stay, but was most noticeable on days where...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Exterior

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

9.6 out of 10, Exceptional, (125)
"This was our second time visiting Flight's End and it was just as delightful as the first. There was a new sofa and everything else was just as we remembered. We took advantage of the quaint surrounding towns for some shopping and lunch, had a fire in the fire pit and enjoyed the coziness of the home. "
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains
Interior

Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains

9.0 out of 10, Wonderful, (67)
"My husband and i enjoyed our stay. The cabin was very clean and comfortable. We would definitely rent it again."
Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains
The Brown House. Indoor pool - Spa - Sauna - Gameroom
Outdoor spa tub

The Brown House. Indoor pool - Spa - Sauna - Gameroom

8.2 out of 10, Very good, (22)
"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"
The Brown House. Indoor pool - Spa - Sauna - Gameroom
Jacksonville Cabin w/ Wraparound Deck & Views
Interior

Jacksonville Cabin w/ Wraparound Deck & Views

9.6 out of 10, Exceptional, (27)
"We enjoyed our stay. Everything was clean. The only thing I would suggest is checking the stairs to the basement. "
Jacksonville Cabin w/ Wraparound Deck & Views
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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Other types of properties in Guilford you may be interested in

Vikings Villages
Deluxe Chalet

Vikings Villages

2.0 star property
10.0 out of 10, Exceptional, (82)
"My wife and I loved our weekend at Viking Village. We will definitely return. Loved the workmanship and design of our unit. Clean and comfortable. 👍👍"
The price is AU$565
includes taxes & fees
2 Dec - 3 Dec
Vikings Villages
Cozy Cottage Along Idyllic Green River
Exterior

Cozy Cottage Along Idyllic Green River

10.0 out of 10, Exceptional, (43)
"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...
Cozy Cottage Along Idyllic Green River
Vermont Mirror House
Exterior

Vermont Mirror House

2.5 star property
9.4 out of 10, Exceptional, (12)
"Everything "
Vermont Mirror House
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

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Frequently asked questions

Can I find holiday rentals in Guilford?

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

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

Cozy Cottage Along Idyllic Green River: This highly rated holiday home rental in Guilford is located on a river, 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 fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Guilford?

Expedia has 4 holiday rentals for your stay in Guilford.

What’s there to see and do in Guilford?

Fort Dummer State Park and Sweet Pond State Park are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Vermont Marketplace and Brattleboro Museum & Art Center.

What’s a holiday rental in Guilford like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Guilford. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for a small group gathering.