Holiday rentals in Keene

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Top-rated holiday rentals in Keene

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The exterior of The Large House is shown, adorned with a large festive wreath, illuminated against the winter night. A light coating of snow covers the front yard and nearby vehicles, while the welcoming glow from the windows suggests a cozy indoor atmosphere.
Flat in Keene
4.93 out of 5 average rating, 69 reviews

"The Charles Suite" @ The Large House

Welcome to "The Charles Suite " @ "The Large House" conveniently located @ 50 Monadnock highway Swanzey NH. Originally built in 1772 with its early American history & charm has been beautifully restored & upgraded with modern finishes & amenities. Dunkins directly across the street for your morning coffee or a 1/4 mile for some fine dining @ Papagallos Italian restaurant. The Charles Suite @ The Large House is a great place to use as your launch pad for the Keene area & greater Monadnock Region.

Top guest favourite
Guest suite in Fitzwilliam
4.95 out of 5 average rating, 370 reviews

The Carriage House in Historic Fitzwilliam

Welcome to the Carriage House! Former site of the popular Hannah Davis House Bed and Breakfast, this gorgeous space is ready for your visit! Beautiful wood beams throughout, a cozy loft bedroom, and a completely separate entrance for privacy. Short rides to Rhododendron State Park, Mount Monadnock, Gap Mountain, the Cheshire Rail Trail, Laurel Lake, and many more outdoor activities year round. Walking distance to the town common in a town where little has changed and history is preserved.

Guest favourite
A cozy reading nook is featured with a wooden table surrounded by two wooden chairs. The background showcases a wall lined with a variety of books, while soft natural light enters through a nearby window.
Cottage in Keene
4.83 out of 5 average rating, 109 reviews

The Library: Seasonal Stays

The Library is a two bedroom home with a granite kitchen, laundry, and a full and a half bathroom. It features thousands of books across many genres, from poetry to fiction. So if you like the smell of an old bookstore then this is the place for you! The steps to the second floor are very steep and narrow. The cottage is within walking distance to the shops and restaurants of Central Square Keene. Great place to get away to, or work from home with our Spectrum provided fast wifi internet.

Top guest favourite
An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.
Loft in Peterborough
5 out of 5 average rating, 225 reviews

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 workspace.

Superhost
The exterior of a wooden cabin is displayed amidst a snowy landscape. The structure features a sloped roof with skylights and a covered entrance that offers protection from the elements. A vehicle is parked nearby, and snow covers the ground and surrounding trees.
Cottage in Putney
4.81 out of 5 average rating, 290 reviews

The Cottage, a house built for guests.

In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

Guest favourite
The compact kitchen features modern appliances, including a microwave and refrigerator, paired with wooden cabinetry and a dining area. Light-colored wood flooring extends throughout, and a staircase leads to the sleeping loft above. Decor elements include framed artwork and a vase of flowers positioned on the counter.
Tiny home in Brattleboro
4.86 out of 5 average rating, 225 reviews

Sweet Vermont Tiny Home Get Away

Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Guest favourite
Flat in Keene
4.96 out of 5 average rating, 51 reviews

Cozy Downtown Keene Private Apartment

Perfect for weekend getaways to visit the kids in college or to rent on a longer basis as a travel nurse. Walk to downtown Keene, Dartmouth-Hitchcock and hiking trails all from this cozy duplex style apartment. The unit is a 1 Bedroom townhouse style home with a kitchen and breakfast nook downstairs and bedroom, bathroom, laundry and living room upstairs. The unit is part of duplex style dwelling neighboring the host who will be available should you need anything. Pets welcome!

Top guest favourite
A modern kitchen area features stainless steel appliances, including a refrigerator and oven, complemented by white cabinetry. A dining table with two chairs is present, alongside a cozy armchair. Warm wood flooring adds a touch of comfort, with soft lighting enhancing the inviting space.
Flat in New Ipswich
4.96 out of 5 average rating, 102 reviews

The Outback of New Hampshire

Enjoy the peaceful countryside of New Hampshire. Your hosts, Ed and Rachel, are a retired couple who would love to have you enjoy a peaceful stay in a private section of their new retirement home. Even though the main home is occupied, you may never see the occupants during your stay. You have a private drive, a private parking space, a private entrance. The home owners use the front doors and very seldom go into the back yard so it's almost like you're there alone.

Top guest favourite
The garden features raised vegetable beds surrounded by a wooden fence. In the background, the charming former church building with a pointed steeple is visible, framed by vibrant autumn foliage in shades of red and orange.
Guest suite in Brattleboro
4.94 out of 5 average rating, 613 reviews

Charming studio in renovated 19th century church.

This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

Top guest favourite
Loft in Peterborough
4.96 out of 5 average rating, 307 reviews

1850 Waterfall Mill-Loft Style Chic

IMMACULATE COUNTRY HOME W/ FAST WiFi in fresh air New Hampshire. Snuggled in on a quiet street, yet steps away from DOWNTOWN, two "Mini Whole Food" markets! State-of-the-art gourmet kitchen fleshed out with organic spices, wares for entertaining, and other luxuries such as a rReverse Osmosis drinking faucet. Stunning sunlit water views and soothing water sounds! Beautiful antique furnishings and marble finishes add to the unique beauty of this New England home.

Superhost
The kitchen features modern white cabinetry and a sleek stainless steel range hood above a gas stove. A teal kettle rests on the stove, alongside essential appliances such as a microwave and a refrigerator. Decorative elements include a small plant and a motivational poster on the wall.
Flat in Keene
4.82 out of 5 average rating, 17 reviews

Cozy unit in Downtown Keene

Peaceful Downtown Retreat — Walk to Everything in Keene Relax in your own private 1-bedroom apartment just steps from Central Square. Enjoy a spacious modern kitchen and bathroom, all in a quiet, secure building—perfect for business travelers, or solo guests. Walk to Keene State College, local restaurants, cafés, shops, and the best nightlife in town. Experience the convenience of downtown living without the noise. The ideal home base for exploring Keene!

Guest favourite
Flat in Keene
4.88 out of 5 average rating, 17 reviews

1BR Downtown-Walkable & Stylish

Stylish 1BR apartment in a historic home just minutes from downtown Keene! Features include a cozy living room with sectional and smart TV, full kitchen with granite countertops, queen bed, updated bath, and in-unit washer/dryer. Private entrance, off-street parking, and a screened porch for relaxing. Walk to restaurants, shops, and parks. Perfect for weekend getaways, business trips, or extended stays in a quiet, convenient neighborhood.

Popular amenities for Keene holiday rentals

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Keene?

    Yes! Work meets play with ease at over 50 vacation rentals in Keene featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Keene?

    Four-legged friends are welcome in Keene. Choose from more than 20 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in house rentals in Keene?

    Experience the best of Keene with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly apartment rentals in Keene?

    Keene has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Keene have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Keene. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Keene have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Keene. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Keene

  • Total holiday rentals

    Explore 70 holiday rentals in Keene

  • Nightly prices starting at

    Keene holiday rentals start at € 42 per night before taxes and fees

  • Verified guest reviews

    Over 3,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    60 of Keene holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Keene rentals

  • 4.9 Average rating

    Keene stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Cheshire County
  5. Keene