Vacation rentals in Guilford

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Top-rated vacation rentals in Guilford

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

Guest favorite
Cottage in Bernardston
Cozy, Quiet Cottage on Country rd 2 mil from I-91
Our quite and comfy home is conveniently located less than 2 miles from I-91, but a 1/4 mile down a country road giving you lots of privacy. The cottage is less than a mile from Crump 'N Fox Golf; 2 miles from Northfield Mount Hermon; 10 minutes from Greenfield & Stoneleigh Burnham; 15 min to Brattleboro, Deerfield Academy, Bement & Eaglebrook; 20 min to UMass, Amherst & Northampton; 30 minutes to Keene NH & Shelburne Falls and 45 min to the Basketball Hall of fame in Springfield & Mt Snow VT.
Jan 29 – Feb 5
$101 per night
4.88 out of 5 average rating, 282 reviews
Guest favorite
Cottage in Guilford
Green River Cottage Retreat
Our 3 bedroom cottage is situated along the Green River on a quiet dirt road 20 minutes from Brattleboro. Bask in the beauty of rural Vermont—sit on the front deck and enjoy the sounds of the river and stargaze while surrounded by the enchanting beauty of the rolling hills. Right outside the door you can walk, bike or jog for miles alongside the picturesque Green River. Our cottage is the perfect place to relax or enjoy all the area has to offer. Perfect for couples, families, friends.
Aug 29 – Sep 5
$173 per night
4.97 out of 5 average rating, 105 reviews
Guest favorite
Guesthouse in Brattleboro
Mahalo Temple Retreat
Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.
May 14 – 21
$85 per night
4.93 out of 5 average rating, 419 reviews

Popular amenities for Guilford vacation rentals

Stay near Guilford's top sights

Blueberry Haus7 locals recommend
The Green River Timber Crib Dam3 locals recommend
Deer Ridge Farm - Cut flowers, maple syrup, berries, and local honey.4 locals recommend

Other great vacation rentals in Guilford

Guest favorite
Apartment in Greenfield
Mohawk Trail View/ private apt. no cleaning Fee
Jul 2 – 9
$93 per night
4.96 out of 5 average rating, 254 reviews
Guest favorite
Guesthouse in Brattleboro
Light Filled Loft in the Vermont Countryside
Mar 25 – Apr 1
$100 per night
4.99 out of 5 average rating, 197 reviews
Guest favorite
Apartment in Shelburne Falls
In town, newly renovated studio with private deck
Jan 3 – 10
$85 per night
4.98 out of 5 average rating, 480 reviews
Guest favorite
Place to stay in Bernardston
Stylish Private Studio w/Queen bed and Coded Locks
Aug 3 – 10
$112 per night
4.95 out of 5 average rating, 332 reviews
Guest favorite
Apartment in Brattleboro
Contemporary forest eco-retreat, mountain views
Jun 7 – 14
$103 per night
4.96 out of 5 average rating, 145 reviews
Guest favorite
Guest suite in Greenfield
Pristine Oasis with Private Bath
Aug 24 – 31
$71 per night
4.94 out of 5 average rating, 143 reviews
Guest favorite
Apartment in Marlboro
Shakespeare’s Folly Side Farm and AirBnB.
Feb 8 – 15
$127 per night
4.94 out of 5 average rating, 219 reviews
Superhost
Home in Brattleboro
Cozy Cabin Retreat on the River
Apr 1 – 8
$132 per night
4.91 out of 5 average rating, 166 reviews
Guest favorite
Treehouse in Guilford
Cozy tent in the trees on organic flower farm
Nov 20 – 27
$111 per night
4.99 out of 5 average rating, 82 reviews
Guest favorite
Home in Guilford
Woodland Retreat in Maple Sugarbush, EV
May 20 – 27
$134 per night
4.9 out of 5 average rating, 30 reviews
Guest favorite
Cottage in Guilford
The Blacksmith Shop
May 10 – 17
$213 per night
4.97 out of 5 average rating, 64 reviews
Guest favorite
Apartment in Brattleboro
River View apartment 30 minutes to Mt Snow.
Dec 18 – 25
$126 per night
4.99 out of 5 average rating, 69 reviews

Destinations to explore

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