
Holiday rentals in Pelham
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Top-rated holiday rentals in Pelham
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Stone n' Sky Lodge
Complete with all the comforts & amenities of home, Stone n’ Sky Lodge is fully furnished & decorated with family heirlooms & fine art. Featuring a fully equipped kitchen, fiber optic internet & a separate home office, the Lodge is located on a paved, dead end road, surrounded by a wildlife sanctuary; yet minutes from town & interstate highways. Local attractions, festivals, artisans, hiking, micro-brewed beers, ciders, good food & music are all to be discovered within minutes of this location.
LocationValueBreakfast
4.91 out of 5 average rating, 254 reviews
Cozy, Eclectic Retreat by Amherst - The Red Casita
Welcome to The Red Casita, a guest suite just minutes drive from downtown Amherst and UMass. Enjoy your own private entrance, seperate bedroom & stocked bathroom. Relax in the spacious living room, or use the pull-out couch for a third guest. Start your day with a fresh cup of coffee or warm-up a meal in the well-equipped kitchenette. Whether you’re looking to relax, explore the Happy Valley, or want a convenient base for visiting friends or family, we offer a unique blend of comfort & charm.
FamilyLocationAmenities
4.96 out of 5 average rating, 45 reviews
Private 2-bedroom with amazing views near Amherst
Enjoy gorgeous spring views in the hills above Amherst! This all-private, half-house suite in my historic 1835 home includes 2 bedrooms with queen and full beds, full bathroom with shower, breakfast area, extra room with futon, and a large living room with new furnishings. Adjacent to woods with well maintained trails yet only 5 miles from both Amherst and Belchertown centers. Plan a stimulating hike or simply enjoy a relaxing trip to Amherst. Come relax and take in the beautiful landscapes!
LocationValueOutdoor spaces
4.79 out of 5 average rating, 175 reviews
Under the Hemlocks – Fall Retreat – Amherst
Escape to a private bijou guest suite under the hemlocks—a refined, scent-sensitive retreat, small and elegant by design. Fall outdoors—private courtyards for crisp-air lounging and fireside evenings; the screened, off-grid Writer's Retreat for morning coffee wrapped in a blanket, writing or reading. Under the Hemlocks invites you to slow down, unplug and embrace a cosy New England autumn—fall foliage, crisp mornings, fireside warmth and long evening soaks in the deep clawfoot tub.
FamilyLocationGetting around
4.99 out of 5 average rating, 172 reviews
Serene 1-br suite on 75 acre horse property
Escape to a peaceful 1-bedroom suite on a beautiful 75-acre horse property. Tucked into the woods 1/3 mile from the main road, enjoy privacy, scenic nature trails, and views of up to 20 horses grazing in the pastures outside your windows. Relax in the guest gazebo with front-row views of the horses, perfect for morning coffee or unwinding outdoors. Enjoy a private entrance, dedicated workspace, and high-speed WiFi. Conveniently near Amherst, UMass, Smith, and Mount Holyoke Colleges.
ValueFamilyPets
4.98 out of 5 average rating, 174 reviews
Amherst/Pelham getaway with a view!
Come enjoy our newly renovated peaceful home on a quiet dead end road overlooking Amherst - we are just 7 minutes from Amherst center, 25 minutes to downtown Northampton MA, very close to the five colleges. Enjoy a beautiful view of the mountains/valley from multiple rooms in the house. Tons of hiking trails near by. Newly built deck facing the sunset. Fully equipped kitchen and open concept living room. Includes a 4-season porch off the front of house. Owner occupies the home next door.
FamilyLocationIndoor spaces
4.95 out of 5 average rating, 75 reviews
Light filled three bedroom apartment DT Florence!
Open floor plan duplex with beautiful back yard that has a patio, dog run, chickens, grill, fire pit, and fruit trees! One block from the corner store and the Pie Bar. If you enjoy cycling the bike path abuts the back of the property! Quiet neighborhood, pet and kid friendly one block from downtown Florence. Look Park is a mile down the bike path. Plenty to do if the weather is not cooperating. Fully appointed kitchen to make cookies, home made ice cream, plenty of games and records.
FamilyValueCondition
4.97 out of 5 average rating, 496 reviews
Suite Time in Amherst
Enjoy the quietude of this separate lower level two bedroom apt. with full kitchen & bath in Amherst. The apartment abuts conservation area with miles of walking trails, bike trails and yet it's on the public bus route and just a five minute drive to Amherst Center, Amherst College, Hampshire College, UMass, Emily Dickinson's home, Eric Carle Museum in addition to many other cultural & outdoor attractions in Western Mass. 90 minutes to Mount Snow, VT; 60 minutes to Berkshire East.
ValueLocationBiking
4.97 out of 5 average rating, 71 reviews
Pelham 2nd floor Apartment
Second floor newly finished apartment that accommodates 2 guest. Well water and septic. Green by recycling and using salvage materials. Environmentally benign materials used where possible. Solar. Utilities and internet included. Raspberries and blueberries in season. 3.9 miles from UMASS and Amherst Colleges. 5.3 miles from Hampshire College. 11 miles from Mt. Holyoke and 12 miles from Smith College. NO PETS ACCEPTED! Allergy free. Don't hesitate to contact us with questions!
ValueFamilyTV
4.99 out of 5 average rating, 163 reviews
The Suprenant House
Cozy home in the 5 college area, close to downtown Amherst minutes from UMASS and Amherst College in a rural part of Town with endless scenic views. Free fast Wifi and parking. During your stay you can enjoy a fully stocked kitchen, laundry essentials, books, board games and other activities. Your hosts live directly next door to the property and available to help at any time. You will be staying next to a working farm, where there are trucks and machines working daily.
FamilyLocationView
5.0 out of 5 average rating, 185 reviews
Serene Modern Country Cottage near Amherst Center
A quiet, secluded setting while still walking distance to the restaurants, cafes, and shops of Amherst center, Amherst College, and 1.3 miles to UMass. Perfect for visiting academics, families, and anyone looking to experience the Happy Valley's unique charms. **Now featuring a HOT TUB on the private back patio!** We are pleased that the Cottage is powered, heated, and cooled by 100% renewable energy. We offer discounts for between 7-14 nights, please inquire.
LocationFamilyAir conditioning
4.96 out of 5 average rating, 123 reviews
Amherst, Quiet, Private, Cozy Studio Apartment
This cozy studio is ideally located for exploring nearby colleges: UMass, Hampshire, Amherst, Mount Holyoke, and Smith. Nestled in the scenic Pioneer Valley, enjoy stunning landscapes, forests, and rivers, as well as cultural highlights like the Eric Carle Museum, Yiddish Book Center, and Emily Dickinson Museum. Just minutes from hiking trails, art galleries, gourmet dining, and music venues, our studio offers the perfect base for your Pioneer Valley adventure.
FamilyLocationAccess
4.9 out of 5 average rating, 302 reviewsPopular amenities for Pelham holiday rentals
Stay near Pelham's top sights
Other great holiday rentals in Pelham

Sunset Ridge
ValueFamilyCheck-in
4.95 out of 5 average rating, 63 reviews
Cabin Camp Valley Retreat
FamilyLocationPets
4.95 out of 5 average rating, 39 reviews
Farmhouse on working dairy farm
FamilyLocationAccuracy
4.98 out of 5 average rating, 65 reviews
The View Guest Suite - Amherst
LocationValueIndoor spaces
5.0 out of 5 average rating, 68 reviews
Beautiful 18th Century Farmhouse
FamilyLocationCheckout
5.0 out of 5 average rating, 41 reviews
The Silo | Next to UMass & open farmland/ nature
FamilyValueHiking
5.0 out of 5 average rating, 36 reviews
Amherst Treehouse
LocationValueDecor
4.96 out of 5 average rating, 46 reviews
Amherst *NEW - Campus Convenience & Social Privacy
LocationFamilyComfort
5.0 out of 5 average rating, 11 reviewsDestinations to explore
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- Six Flags New England
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Monadnock State Park
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Bousquet Mountain Ski Area
- Dcu Center
- Ski Sundown
- Mount Monadnock
- Clark University
- Naumkeag
- University of Massachusetts Amherst
- Norman Rockwell Museum
- Massachusetts Museum of Contemporary Art
- Mount Greylock
- Hancock Shaker Village
- Mount Holyoke College
- Naismith Memorial Basketball Hall Of Fame
- Connecticut Convention Center
- Berkshire Botanical Garden
- The Montague Bookmill
- Kripalu Center for Yoga & Health
- Balderdash Cellars





