
Holiday houses in Pepperell
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Top-rated holiday rentals in Pepperell
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Private & Remote, Enjoy Outdoors, Sleep in Luxury
Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Brand New Rustic Retreat | Private Apartment
Relax in this brand-new apartment on a quiet property in Pepperell. Attached to a larger home, this apartment above the garage is separate from the rest of the home with private entrances. Constructed in 2024, it features a beautiful kitchen, living area, a huge deck with patio set, and washer/dryer. It has one bedroom upstairs with an en-suite bath and a pull out couch with a full sized mattress downstairs. Great for those visiting family in the area, working, or attending weddings or events.

Cute & Cozy Groton apartment w/private patio
Cozy apartment with your own private patio; 5-min walk to downtown, shops, cafes, library & restaurants; hop on the Nashua River Rail trail where and walk/bike to neighboring towns. Enjoy all Groton has to offer, miles of hiking trails, rent a canoe or kayak, golf, horse riding, fishing, apple, pumpkin & berry picking; walk up to Bancroft Castle on Gibbet Hill where “Little Women" was filmed & enjoy the view. Don’t miss a visit to Groton Hill Music, our world class music performance venue 🎶

Cottage beside a waterfall
Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Spacious Townhome* Deck, Yard, Great location!
Welcome to your Home Away from Home in Nashua, NH!. Are you ready to experience the perfect blend of comfort, convenience, and charm? Our beautiful 3-bedroom home is just minutes away from the heart of downtown Nashua. Our home offers the perfect blend of comfort, convenience, and style, making it the ideal destination for families, friends, and business travelers alike. Expect modern amenities such as high-speed Wi-Fi to stay connected, central air and on-site parking for your convenience.

Guest suite with king bed and private entrance
Come and relax in our spacious one-bedroom basement guest suite that is comfortable and bright. It has a private entrance with off street parking. The suite has a large living area, bedroom with king bed and private bath . The location is an ideal 20 minutes from the Manchester/Boston Regional airport and 10 minutes from the Merrimack Premium Outlets as well as a wide variety of restaurants. Boston, skiing, the beach and the #1 most hiked mountain in the world are all about an hour away.

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Farmhouse Guest Apartment
Welcome to our quiet private guest apartment! Our property, is surrounded by fields, woods, gardens, and a pond. You will enter through a shared entrance & stairway in our home, but have an entire 725 sq. ft. guest apartment all to yourself that includes a living room, full kitchen, bathroom, and large bedroom with a desk. It has ample light with views of fields, stone walls, Christmas trees and our barn. Out back we have a pool, table & chairs you may use.

The little house on Mirror Pond
Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

Quiet Waterfront Retreat
The camp is 1,200 square feet of awesomeness! It is cozy and quaint, and equipped with beach toys, indoor games, gas grill, charcoal grill, pots & pans and all your essentials for your cooking needs. Over the course of this year, we have made plenty of improvements such as; new counter tops, new backsplash, new doors & windows and hardwood floors redone. We hope you enjoy your stay!

Nashua Victorian
Two family Victorian in very quiet neighborhood. Walking distance to grocery store, fast food, drug stores and sit down restaurants. 1/2 mile to Rivier University. Parking for 3 cars. Private entrance, Wifi . Home was built in the 1930's, beautiful woodwork and hard wood floors, yet updated with modern amenities. There is a $10/guest per night fee for each guest over 4.
Popular amenities for Pepperell holiday rentals
Other great holiday rentals in Pepperell

The Meadows at Kimstead Farm

Balsam Retreat

Private Apartment with 2 bedrooms

Hillside Hideaway – Relax & Recharge in Vanprasth

Cozy, 2BR lake-side retreat and outdoor oasis

Lakefront Home Away from Home

Quaint, Historic Tiny Home

Modern Luxury in a Spectacular Natural Setting
Destinations to explore
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Pats Peak Ski Area
- MIT Museum
- North Hampton Beach
- Boston College
- Crane Beach
- Northeastern University
- Monadnock State Park
- Quincy Market
- Tufts University
- Harvard Square
- Prudential Center





