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Vacation rentals in Guilford

Vacation rentals in Guilford

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Guilford

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Cozy Stand-Alone Apartment in Vermont Countryside
    Entire apartment · 4 guests · 2 beds · 1 bath
    Cozy Stand-Alone Apartment in Vermont Countryside

    Cozy and private stand alone apartment above a little used, two-car garage in beautiful southern Vermont. Country setting, remote yet accessible via a paved road. We're only two minutes to 91 and five minutes to downtown Brattleboro, one of Vermont's most vibrant small towns. Forty minute drive to Mt. Snow ski area. Lovely view of neighboring farm with forested hillside and beaver pond. Eat-in kitchen, comfortable living room with queen-size futon couch and bedroom with a queen-size bed.

    What guests are saying:

    “Had a great stay at Jake’s place. Not too bad of a drive to Mt. Snow, probably like 45 min or so. It was exactly what we were looking for, a warm cozy apartment that had what we needed. The TV had Netflix too so we were able to watch the office all night. Jake was also a great communicator which was a plus. There was one common area, kitchen bathroom and one bedroom. The futon comfortably fits too people unlike other futons I’ve slept on. I definitely recommend!”

  • Weatherhead Hollow Schoolhouse - a cozy getaway
    SUPERHOSTEntire house · 7 guests · 4 beds · 1 bath
    Weatherhead Hollow Schoolhouse - a cozy getaway

    Renovated schoolhouse full of charm with a farmhouse feel. Located across the street from the picturesque fairgrounds. Misty morning view includes classic red Vermont barns. Big yard with apple trees and lots of room to play or just relax.

    What guests are saying:

    “Kelsey’s place was perfect for a weekend getaway in Southern Vermont! Super easy check in, Kelsey answered right away when we had a question, and she even had a fire going for us when we came in- talk about hospitality! Her place is about 15 mins from Brattleboro, which was great because we spent most of our Saturday exploring the downtown area. The entire house was spotless with plenty of space. The loft upstairs is definitely difficult to get to if you have any mobility issues, as it is very steep with no railing. No worries though because there is also a bedroom downstairs. The kitchen had everything you needed to cook if you’d like with plates, utensils, pans, etc. A big yard with the prettiest set of corn hole, lots is space to lounge around, and even a comfy hammock. I would definitely recommend her place to anyone else looking to stay!”

  • Charming studio in renovated 19th century church.
    SUPERHOSTEntire guest suite · 4 guests · 2 beds · 1 bath
    Charming studio in renovated 19th century church.

    This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

    What guests are saying:

    “This was the perfect place for a creative retreat! Liza’s place is beautiful with so many thoughtful details- art, local recommendations, even a box of my favorite tea! Liza and Rick were gracious hosts -quick to answer any of my questions! I loved waking up to views of the garden and forest. With its location in walking distance of downtown and hiking trails, I could not have asked for anything more. I will definitely be back!”

Vacation rentals for every style

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Popular amenities for Guilford vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Guilford

Tiny Art House - Free Spa Pass* - Dogs Welcome!
SUPERHOSTEntire cabin
Tiny Art House - Free Spa Pass* - Dogs Welcome!
Price:$95 CAD/night
Quiet, Cozy & Great location for exploring VT !
SUPERHOSTEntire apartment
Quiet, Cozy & Great location for exploring VT !
Price:$93 CAD/night
Tanglebloom Cabin | Glamping Nature Experience
SUPERHOSTFarm stay
Tanglebloom Cabin | Glamping Nature Experience
Price:$154 CAD/night
Majestic Mountain View’s
SUPERHOSTEntire house
Majestic Mountain View’s
Price:$257 CAD/night
Serenity Now - Couples Retreat
Entire cabin
Serenity Now - Couples Retreat
Price:$207 CAD/night
Idyllic Green River Country Cottage
SUPERHOSTEntire house
Idyllic Green River Country Cottage
Price:$244 CAD/night
Sunrise Farm, Historic Farm-stay
SUPERHOSTEntire apartment
Sunrise Farm, Historic Farm-stay
Price:$168 CAD/night
Cozy Village Cottage
SUPERHOSTEntire cottage
Cozy Village Cottage
Price:$156 CAD/night
Downtown Hillside View
SUPERHOSTPrivate room
Downtown Hillside View
Price:$78 CAD/night
Maple St Guest Room, Brattleboro VT
Private room
Maple St Guest Room, Brattleboro VT
Price:$57 CAD/night
Vermont Log Cabin w/Amazing Views on Rock River
SUPERHOSTEntire cabin
Vermont Log Cabin w/Amazing Views on Rock River
Price:$231 CAD/night
Riverrun Cottage
SUPERHOSTEntire cabin
Riverrun Cottage
Price:$175 CAD/night
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