
Holiday houses in Pelham
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Pelham
Guests agree: these stays are highly rated for location, cleanliness and more.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Pristine Oasis with Private Bath
Our studio space (250 sq ft) is separate from the main house and located on the outskirts of Greenfield MA. The location provides easy access to downtown, restaurants, shopping areas and Interstate 91. Modern decor, tiled artsy bathroom, lots of garden art, and sweeping views of Berkshire foothills make this a great choice for foliage season, summer recreation and choice winter skiing. One Queen bed. Our house is 90 miles west of Boston, 60 miles north of Hartford and a 3-hour drive to Canada.

Private 2-bedroom with amazing views near Amherst
Enjoy gorgeous fall 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, small kitchenette, 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!

Serene 1-br suite on 75 acre horse property
Find your peaceful retreat in our 1-bedroom suite, situated on a serene 75-acre horse property with scenic nature trails. Enjoy a private entrance, dedicated workspace, and complimentary high-speed WiFi, making it an ideal haven for remote workers. Take in the picturesque views of our horse pastures, with up to 20 horses, right from your windows. Our property is nestled in the woods, about 1/3 mile from the main road. Located near Amherst, Hampshire, UMass, Smith, and Mt. Holyoke colleges.

Under the Hemlocks Escape: A Cozy Getaway Retreat
Escape to a tranquil, bijou studio retreat under the hemlocks—your perfect getaway. This scent-sensitive-friendly gem features elegant furnishings, quality linens, and an abundance of thoughtful amenities. Sink into a dreamy bed, savour a custom kitchenette, and relax in a serene, modern bathroom oasis. Enjoy the ambiance of the indoor fireplace and private, beautifully designed outdoor spaces. Fast Wi‑Fi, guest parking, and minutes to UMass and Amherst—your restful, boutique escape awaits.

Adorable 1 bedroom suite, near Amherst center.
Enjoy a comfortable experience at our centrally-located guest suite. Short walk to restaurants and pub. You will have private entry, full bath, separate queen bedroom, and screened in patio. The suite includes a mini fridge, tea kettle, coffee maker, and wifi. Our airbnb is located close to Amherst Center, a short drive to all the 5 colleges, hiking trails, shopping, markets, and restaurants. Our airbnb is in a separate secure wing of our home, and within a family oriented neighborhood.

Western Mass Retreat!
Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

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.

Quiet Forest Apartment—Light, Books, Washer/Dryer
Wake up among 100-year-old trees, then drive ten minutes into Amherst for museums or sushi. Or hike out the door toward wooded trails. The apartment sits with our house on 5 acres of mature forest. With a kitchen & washer/dryer, the apartment is peaceful and practical, ideal for a weekend getaway or an extended stay, great for academics needing space for contemplation or for a couple visiting family. (Read about the steep driveway if planning a winter trip.)

South Amherst Countryside Suite
Recently-renovated, spacious countryside suite in beautiful and peaceful South Amherst. Quiet lodgings away from the hustle and bustle of town centers, with easy access by car to area colleges (Amherst, Hampshire, Mt. Holyoke and Smith) and the University of Massachusetts. No additional cleaning fees!! **New for 2024: energy-efficient, quiet Mitsubishi heat pump and mini-split for heating and cooling.**

Cozy get-away!
This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing, TV-free space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

Amherst Area Studio Apartment
Convenient location on quiet side road near Amherst, Hampshire, and UMass. Easy commute to Smith and Mt. Holyoke. Unique 2nd floor open studio space with 1 single and 1 dble bed, a sofa and chair, a dining nook with a small kitchenette + full bath. Bathroom is on first floor but studio is on second floor. Public beach is available June 24 and is steps away!
Popular amenities for Pelham holiday rentals
Other great holiday rentals in Pelham

Place on the Pond

Sunny room with private bathroom

Winter Discount! - Warm Country Home

Studio apt in old farmhouse

A Beautiful/Cozy Private Suit near UMass

Nice space, Quiet place, Easy Access: Room 2

The Blue Room

Peaceful room near 3 colleges
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Six Flags New England
- Monadnock State Park
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Mount Greylock Ski Club
- Hopkinton State Park
- Bushnell Park
- Brimfield State Forest
- Norman Rockwell Museum
- Bigelow Hollow State Park
- Wintonbury Hills Golf Course
- Ashland State Park
- Mount Snow Ski Resort
- Hartford Golf Club
- Mount Sugarloaf State Reservation
- Mount Tom State Reservation
- Bright Nights at Forest Park
- Bousquet Mountain Ski Area
- Nashoba Valley Winery, Distillery, Brewery and Restaurant
- Nashoba Valley Ski Are
- Beartown State Forest
- Talcott Mountain State Park
- Douglas State Forest
- Berkshire Botanical Garden