
Vacation rentals in Ashby
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Top-rated vacation rentals in Ashby
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Peaceful Mill with Waterfall - Home Away From Home
Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated remote workspace

Private sanctuary in the city w/ patio & backyard
Enjoy much needed R&R or alone time in this elegant 500-sqft master suite. A quiet space in a nice neighborhood amidst a buzzing metropolis, accessed through a private gated entrance. Sit back in the hammock, taking in the soothing sounds of water and birds chirping under the bright sky, having a private picnic in the backyard. In the winter, a ski resort is also conveniently accessible for fun in the snow. With the sights & sounds of the city mere minutes from the property to be explored. ~

Barn in Ashby
guest suite in attached barn. 1 queen sized bed. Large couch with pull out footrest NO KITCHEN. There IS a Coffee machine, Microwave, & mini fridge in your suite. wifi & roku TV. Elliptical machine in the barn basement. There is no kitchen in this unit. ****Pool opens JULY 11th due to maintenance********* By Car: 6 minutes to Mount Watatic state park 11 mins to Fitchburg State University 13 mins to Cushing Academy 13 mins to Fitchburg Commuter Rail 18 mins to Franklin Pearce University

The Ginger Bed King Suite
Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

"The Porch" Your cozy home away from home!
Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

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.

Quaint, Historic Tiny Home
The history of this “little red shed” is as storied as New Ipswich herself. Built in 1804, she was a law office, a post office, then a tiny cigar store. This home strikes the perfect balance of historic charm and modern hospitality. It includes newly remodeled half bath with shower, a fully stocked kitchen, AC/heat, wifi, and both a loft bed and pullout sofa. Sat in the heart of charming downtown New Ipswich, on the Barr Estate, this remodeled space offers a truly one of a kind experience.

Cozy, year-round Lakefront Retreat.
Nestled in nature at the end of a quiet, wooded road, this cozy waterfront home overlooks peaceful Winnekeag Lake and is surrounded by cedars and maple trees. Wake to glowing sunrises over the water and the call of loons. Spend summer days swimming, kayaking, and fishing, or explore scenic hiking trails nearby. In winter, enjoy and unwind by the fireplace after skiing, and , relax in the radiant sunroom with heated floors and windows on 3 sides—perfect for taking in the beauty of the lake.

The Nutty Bird Lakehouse
Charming lakefront featuring 2 cozy bedrooms comfortably accommodating up to 4 guests, w/2 bathrooms. Nestled in nature, this home offers breathtaking lake views—perfect for relaxing with a good book and a hot cup of coffee. Enjoy the propane firepit on lower deck. For those looking for adventure, each season brings unique activities: swim, hike, and fish in the summer, or enjoy ice skating, sledding, snowshoeing, & scenic drives in winter. Embrace the beauty and tranquility year-round!

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Quiet country apartment in farmland setting.
Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

Guest House - 4 miles from Wachusett Mt.
Welcome to a cozy, newly renovated semi-attached in-law unit! Nestled in a peaceful neighborhood, you’ll be just a short walk from the town center and only a 10-minute drive to the scenic Mount Wachusett. With easy access to Route 2, it’s the ideal base for your adventures. Enjoy the privacy of your own entrance and two dedicated parking spaces. Whether you’re here for a weekend getaway or a longer stay, we’re sure you’ll enjoy your time in this inviting space!
Popular amenities for Ashby vacation rentals
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- Fenway Park
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Pats Peak Ski Area
- Northeastern University
- MIT Museum
- Monadnock State Park
- Tufts University
- Quincy Market
- Harvard Square
- Massachusetts Institute of Technology
- Snhu Arena
- Prudential Center
- Museum of Fine Arts





