
Holiday rentals in Hillsborough County
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Top-rated holiday rentals in Hillsborough County
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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

Elegant Lodging in the Woods ~Privacy & Comfort!
Looking for a relaxing escape? As Superhosts with 6 years of 5-star reviews, we warmly welcome you to our smoke-free, private guest suite. Perfect for couples or solo travelers seeking comfort & tranquility. Tucked away in the peaceful countryside near Pat's Peak & Crotched Mountain, our location offers convenient access to skiing, hiking, golfing, scenic lakes, and the charm of rural New England. Enjoy the comfort of serene surroundings & experience genuine hospitality. 75 minutes from Boston.

"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.

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.

New England Village Luxury Studio
Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

Treetop Sanctuary
Get away from life at the treetop sanctuary! Follow the suspended path through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor. The space is perfect for reconnecting with nature. Amenities: Elec. WIFI, Compost toilet, Woodstove (I supply firewood), Fridge. Bring; *SLEEPING BAGS* or Blankets/Linens (queen size) Pots and pans, (If You wish to cook on the stove) Accepting children 10 +up. Absolutely no pets. 4wd/awd during winter pls.

Lovely 2 Bedroom entire apartment in Amherst.
Lovely 2 bedroom entire apartment. Newly renovated in a convenient location. Right on the center of all local activity on route 101A. One bedroom with King size bed and another bedroom with a Queen size bed. A Large living room area with an extra sofa-bed to accommodate up to two additional people. And finally a kitchen with appliances and a dining area for four people. NEMA 14/50 outlet is now available for our guests with EV. Extra guest fee: after 2 guest, is $10 per night.

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.

Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.

Unit 421: Vintage Vinyl
Throw on the record player and enjoy jammin', groovin', or vibin' in this staff favorite; the vintage vinyl studio. You’ll love the high ceilings, beautiful granite sills, exposed brick walls, and oak beams with massive windows that bring in light, and fresh air. Sleep well in your queen-size performance bedding. Also enjoy a cozy nook, walk-in shower, electric stove, full-size microwave, mini fridge, a Keurig coffee maker, smart TV, and strong wifi.

Cute, Quiet, Art-Filled Apt.
This above-garage apartment is cozy and comfortable. Perfect getaway! Just 1.5 miles from Peterborough in the beautiful Monadnock region this gem has easy access to trails (backyard) and lakes. Quality linens, tasteful decor, great coffee and a spot to stash all your gear in the breezeway. Guests share main entrance with owners (but separate dwelling) who respect your privacy. Apartment access thru narrow stairs off breezeway.
Popular amenities for Hillsborough County holiday rentals
Other great holiday rentals in Hillsborough County

Fabulous Lake house!

Willow Falls Home ~Hot tub & Waterfront

Romantic Nature Retreat on 20 Acres – Dogs Welcome

Truly Blessed Suite

Woods’n’Wetlands (Near mountains and hiking)

A Lovely In-Law Apt Near Pat’s Peak and NEC!

Cozy Guestroom w/ private access

Downtown Haven
Destinations to explore
- Rentals with an EV charger Hillsborough County
- Rentals with lake access Hillsborough County
- Rentals with a washing machine and dryer Hillsborough County
- Family-friendly rentals Hillsborough County
- Rentals with a hot tub Hillsborough County
- Townhouse rentals Hillsborough County
- Apartment rentals Hillsborough County
- Rentals with a patio Hillsborough County
- Farm stay rentals Hillsborough County
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- Rentals with a kayak Hillsborough County
- Waterfront rentals Hillsborough County
- Rentals with pools Hillsborough County
- Private suite rentals Hillsborough County
- Fitness-friendly rentals Hillsborough County
- Rentals with outdoor seating Hillsborough County
- House rentals Hillsborough County
- Hotel rooms Hillsborough County
- Rentals with breakfast Hillsborough County
- Flat rentals Hillsborough County
- Rentals with beach access Hillsborough County
- Cabin rentals Hillsborough County
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- Rentals with a fireplace Hillsborough County
- Guest house rentals Hillsborough County
- Rentals with a firepit Hillsborough County
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- Pats Peak Ski Area
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Monadnock State Park
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center
- Boston Children's Museum
- Symphony Hall




