Guilford Holiday Rentals from €337: Search Short-Term Rentals

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

The Jelly Mill-A River Retreat : 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.

Check Guilford holiday rental availability

Holiday Rentals in Guilford

"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...

"Absolutely loved my stay at this tiny getaway house! The space was cozy, well-designed, and had everything I needed for a relaxing escape. The peaceful surroundings and thoughtful touches made it truly special. Perfect for unplugging and recharging. Can’t wait to come back for another retreat!" "

"Good Condo in a great location"

includes taxes & fees

9 Jan - 10 Jan

"Cozy 1 bdrm very close to the slopes. The host are vey cooperative abd get back to you quickly."

"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."

"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...

"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!"

1 bedroom, iron/ironing board, WiFi, bed sheets

"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...

9 bedrooms, desk, iron/ironing board, free WiFi

"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...

"It was beautiful to wake up the first morning to see freshly fallen snow! Easy to get to, lots for the kids to do, wonderful place to share with my family for Thanksgiving! Only thing that I would change is having wood in the wood holder by the stove so that we didn’t have to carry it in. Would recommend to others. "

includes taxes & fees

13 Jan - 14 Jan

"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!"

"We did have a great vacation, and the house satisfied the basic needs of a ski trip. There was a sled out back that the kids liked, heat worked and there was ample room for a family. Extra mattresses were provided in the bunk room in case you have a few extra kids. That being said, it has a lot of items that are in disrepair and needs some maintenance done. This house is a budget rental house with no frills that is fine for a few guys that need a place to sleep and don’t plan on hanging in...

"We enjoyed our stay at the tiny home!"

"A cozy spot to watch the snow come down!"

"We stayed for Thanksgiving week. The house was more than big enough for our group of nine. The open kitchen/living room/dining room worked great for preparing and eating Thanksgiving dinner together. My wife identified an issue with the outdoor gas grill; the hosts had the grill replaced quickly and we were able to use it as planned. The hosts were very responsive and helpful. We would definitely stay here again."

"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"

"Everything was as-advertised! Very happy with our stay!"

"We enjoyed our stay. Everything was clean. The only thing I would suggest is checking the stairs to the basement. "

"The property was beautiful--great views, super peaceful, and fabulous hosts. "

includes taxes & fees

8 Jan - 9 Jan

"The house was perfect for a group of five of us. The kitchen and grill were great for our culinary needs. Thanks for letting us stay!"

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Other types of properties in Guilford you may be interested in

"Went there for a Christmas away from home. It was amazing! Our little cottage was so nice, the village was very cool, it was just perfect. So much attention to detail! "

includes taxes & fees

8 Jan - 9 Jan

"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...

"No one to greet you when you arrive or If you have questions or need something. The text was quickly answered but still like someone on property"

includes taxes & fees

8 Jan - 9 Jan

Find out more about Guilford

Everything you need to know about Guilford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Guilford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Guilford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Guilford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guilford. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Guilford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Guilford holiday rentals we have selected for you start as low as €337 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Guilford rentals

At Expedia, we put the best Guilford holiday 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 Guilford 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 Guilford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Guilford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Guilford properties

5/5 Excellent

"Price and quality makes it great "

A verified traveller stayed at Comfort Inn & Suites Brattleboro I-91

Posted 4 days ago

Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

5/5 Excellent

"Place is clean, safe, well lit, plenty of parking, friendly and helpful staff, and breakfast is included. Would stay again, highly recommend. "

A verified traveller from Northport stayed at Holiday Inn Express Hotel & Suites Brattleboro, an IHG Hotel

Posted 10 days ago

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?

The Jelly Mill-A River Retreat: 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 Creamery Covered Bridge 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.

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Holiday Rentals in Guilford

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Check Guilford holiday rental availability

Holiday Rentals in Guilford

The Jelly Mill-A River Retreat

The Jelly Mill-A River Retreat

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

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

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Walk to Mount Snow, Cozy, Clean and Comfortable!

Walk to Mount Snow, Cozy, Clean and Comfortable!

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

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

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

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

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

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

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

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

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

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

Bear Creek Cabin

Bear Creek Cabin

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

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

Mountain-view home near the slopes with at-home entertainment - dog-friendly

Mountain-view home near the slopes with at-home entertainment - dog-friendly

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

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

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

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

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

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

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

Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing!

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville Cabin w/ Wraparound Deck & Views

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

Other types of properties in Guilford you may be interested in

Vikings Villages Resort

Vikings Villages Resort

The Jelly Mill-A River Retreat

The Jelly Mill-A River Retreat

Mountaineer Inn

Mountaineer Inn

Find out more about Guilford

Find out more about Guilford

Recent reviews of Guilford properties

Recent reviews of Guilford properties

Comfort Inn & Suites Brattleboro I-91

Frequently asked questions