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Vacation Rentals & Cabins in Guilford

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73 Houses

Vermont Log Cabin available for weekend and weekly

Guilford log cabin

2 bedrooms / 1 bathroom / sleeps 5

“Awesome cabin in the woods!!!” We loved our stay in Guilford. It was plenty of space for our family of 4. The cabin was cozy, clean, and had everything we could have ever needed. We even got to enjoy the potbelly stove on one of the chillier nights. Perfect escape from the city for us!!!

Price per night from

$128

Jabulani Luxury Rural Stay

Guilford farmhouse

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$435

Great rentals within 20 miles that match your search

PARADISE on EARTH! - Historic 4BR Farmhouse

West Halifax house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$327

Casual lux near Hermitage Club & Four Columns Inn

South Newfane villa

4 bedrooms / 6 bathrooms / sleeps 8

Price per night from

$1,723

Historical Farm House

Chesterfield b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 36 minutes

Price per night from

$52

Classic New England Farm House

Chesterfield b&b

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 36 minutes

Price per night from

$52

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

Wilmington house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$201

Condo at Mt. Snow available May 23,24,25 $200 per night

Dover apartment

2 bedrooms / 2 bathrooms / sleeps 8

“A CONDO TO KEEP COMING BACK TO!” We've rented this condo with friends many times in the past several years, and it's one of our favorites. Steve is very pleasant to deal with, the condo is clean, sleeps many people comfortably, and overlooks the mini terrain park/learning area. We've had grandma come along and she loved to watch the kids ski from the balcony. Also on MLK weekend the balcony was the perfect place to view the fireworks. Would highly recommend this unit!

Responds fast! avg. 2 hours 16 minutes

Price per night from

$402

Mountain Side

Dover house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 28 minutes

Price per night from

$855

Mount Snow Area Home with 5 Bedrooms

Wilmington house

5 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$348

Charming Affordable Home for groups up to 14

Shelburne Falls house

7 bedrooms / 3 bathrooms / sleeps 14

“Beautiful house in beautiful village!” Thank you for the use of your beautiful house. It was perfect for our wedding weekend. Everyone was very comfortable and had a great time. Looking forward to coming back again in the future.

Price per night from

$586

Unique People & Pet-Welcoming Country Haven

Charlemont apartment

1 bedroom / 1 bathroom / sleeps 4

“Cozy little spot, kid and definitely dog friendly” We brought our Cavalier with us and had a great time at the cottage. It was clean and gave us tons of room. Would definitely stay again.

Price per night from

$175

Beautiful Mountainside 2 Bedroom 2 Bath Condominium

Dover condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$174

A Healing Forest Space in the Heart of New England

Northfield studio

Studio / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 37 minutes

Price per night from

$110

Condo on Haystack/Hermitage Ski Mountain

Wilmington condo

3 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$345

Affordable Spacious Vacation Home on Lake Spofford

Chesterfield house

3 bedrooms / 3 bathrooms / sleeps 7

Price per night from

$316

Stunning Forest Lake Home with Hot Tub open all Yr

Winchester house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 3 hours 10 minutes

Price per night from

$259

Beautiful Charming Comfy and Cozy Mt Snow Townhome. Free Shuttle, Ski Home!

Dover townhouse

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 52 minutes

Price per night from

$299

Beautiful Lake Side Getaway, Quiet, and Peaceful

Winchester apartment

2 bedrooms / 1 bathroom / sleeps 6

“Relaxing vacation” We vacationed here for the first two weeks of July. Bill and Sandy were fabulous hosts. They were attentive to our needs and generous with their time taking us out in their boat to view the fireworks. The space is decorated tastefully and was clean and welcoming. We spent almost all of our time outdoors enjoying the sun and water. We ate most of our meals outside on the patio. The only thing that could have made it any better would have been to have a screened in area so that we could have stayed out later at night after the mosquitos' came out. We are planning on returning next year.

Price per night from

$115

Steps to the sandy beach

Spofford house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$259

Beautiful House overlooking Spofford Lake

Spofford house

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$340

Mount Snow Carinthia Base Getaway - Walk to Lift!

Dover townhouse

2 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$210

Jacksonville Cabin w/ Wraparound Deck & Views

Jacksonville cottage

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$250

NEW! Contemporary Home w/ Deck, Walk to Mount Snow

West Wardsboro house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$456

Pristine West Dover Home w/ Deck & Mountain Views!

West Wardsboro house

5 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$701

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$167

Spacious Wilmington Home w/ Game Room & Deck!

Wilmington house

6 bedrooms / 5 bathrooms / sleeps 26

Price per night from

$442

West Dover Home w/ Deck, Grill & EV Outlet

Dover house

5 bedrooms / 3 bathrooms / sleeps 13

Price per night from

$338

BaseCamp Mogul: Green Mountain Retreat

Wilmington house

3 bedrooms / 1 bathroom / sleeps 10

Price per night from

$160

NEW! Cozy Treetop Hideaway By Harriman Reservoir

Wilmington cottage

4 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$246

NEW! Sunny Mountain Chalet w/ Hot Tub: Ski & Hike!

West Wardsboro cottage

4 bedrooms / 3 bathrooms / sleeps 9

Price per night from

$382

Timeless Red Sox Retreat w/ Scenic Mountain Views!

Westminster house

4 bedrooms / 4 bathrooms / sleeps 11

Price per night from

$424

NEW! Elegant Mtn Chalet w/ Deck: 1 Mi to Mt Snow!

Dover house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$535

'Red Sweetheart Barn Studio' w/ Mtn & River Views!

Westminster studio

Studio / 1 bathroom / sleeps 2

Price per night from

$329

Picturesque Lakefront Retreat at Spofford Lake, Sleeps 10

Chesterfield house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$345

Lakefront Retreat in Winchester, Getaway Ready and Fully Equipped

Winchester house

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$344

Cabin w/Climbing Wall & Game Room, 5 Mi to Mt Snow

Dover house

5 bedrooms / 3 bathrooms / sleeps 12

Price per night from

$706

'John's Farmhouse in Mount Snow' on 120 Acres!

Jacksonville house

5 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$358

Viewing 38 of 73
rentals in Guilford

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