Holiday rentals in Keene

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Top-rated holiday rentals in Keene

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Top guest favourite
The exterior of Boulder House is presented, showcasing a modern black facade with large windows. A spacious deck is visible, furnished with two chaise lounges and chairs. Surrounding boulders and colorful fall foliage create a natural and inviting environment.
Cabin in Stoddard
4.99 out of 5 average rating, 146 reviews

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

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, 238 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 remote workspace

Top guest favourite
A calm lake view showcases a private wooden dock extending into the water, surrounded by lush greenery and smooth rocks. The clear blue sky reflects on the tranquil surface of the lake, while a swim raft is visible nearby.
Cottage in Nelson
4.99 out of 5 average rating, 135 reviews

Cozy and Romantic Granite Lake Cottage Getaway

Welcome to "Corgi Cottage" ~ your private peaceful getaway to pristine Granite Lake. Enjoy sunrise over the lake from the deck and sunset over the backyard barn. In between, spend the day on the lake in your private sandy cove with dock, fishing, hiking or relaxing. Three mile lake road for walking or biking. The area offers many hiking trails and Mt. Monadnock only 30 minutes away. Small convenience store offers basic amenities while Keene’s many shops and restaurants are only 15 minutes away.

Top guest favourite
A lush garden landscape is presented, featuring blooming pink azaleas alongside vibrant greenery. A tranquil stream runs through the garden, flanked by an array of flowers and well-maintained grass, surrounded by dense trees, creating a serene natural environment.
Flat in Dublin
4.97 out of 5 average rating, 269 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

Top guest favourite
Tiny home in Chester
4.99 out of 5 average rating, 101 reviews

Tiny A-Frame Rest House in Woods near Mountains

Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

Top guest favourite
Tiny home in Wilmington
4.99 out of 5 average rating, 362 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

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, 111 reviews

The Library: Seasonal Stays

The Library is a two bedroom home with a granite kitchen, 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.

Guest favourite
A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.
Home in Keene
4.92 out of 5 average rating, 232 reviews

The Brick House on Washington Street

Three guest bedrooms in a Colonial home on Washington Street make a great launchpad for visitors to Keene. From here, it's a pleasant walk or drive to Downtown restaurants, the theatre and shops. The Sterling family has owned this pretty place since 1982 and a design studio operates in the barn portion of the space. The open living room with TV and original fireplace adjoin a "tea room" with a bright bay window. Family chef-approved, guests are welcome to use the spacious kitchen.

Guest favourite
The open-concept kitchen and living area features natural wood paneling and high ceilings with exposed beams. A spacious kitchen island, accompanied by three wooden stools, provides ample counter space. Large windows allow natural light to illuminate the inviting space, while shelves filled with books line the walls.
Flat in Nelson
4.89 out of 5 average rating, 107 reviews

Swiss Chalet Family Retreat!

Welcome to our family's Swiss style chalet! Inspired by trips to Davos, Switzerland, my grandparents built the chalet in the 1950s to be a family playhouse and gathering spot for their 6 children. It's kind of magical. Today, our large extended family still enjoys holiday celebrations here every year. Our kids love exploring the woodland trails and swimming in Center Pond. We hope you love it as much as we do! Note: the building also has two apartments on the first floor.

Superhost
A private hot tub is situated under a covered gazebo, adorned with strings of lights and curtains for privacy. The surrounding area features natural greenery and a brick pathway leading to a wooden bench, enhancing the tranquil outdoor atmosphere.
Home in Keene
4.99 out of 5 average rating, 189 reviews

Modern Downtown Escape HotTub Fire Pit Games 12ppl

Discover the ultimate outdoor experience in Southern NH! Enjoy a year-round private hot tub in a covered gazebo, fire pit, hammock, life-size games, and swing set. Located in one of Keene’s safest, quietest neighborhoods, walking distance to downtown and across from Keene Ice Rink. Close to beaches, hiking, and ski resorts. Features a fully stocked chef’s kitchen, wine cooler, and luxury Purple mattresses with individual mini-splits in each bedroom for optimal comfort.

Top guest favourite
The exterior of a renovated log cabin is presented, featuring a red metal roof and a charming porch with steps leading up. The cabin is surrounded by lush greenery, with rolling hills visible in the background under a clear blue sky.
Cabin in Newfane
4.99 out of 5 average rating, 309 reviews

Log Cabin: Amazing Views, River Frontage, Hot Tub

A sparkling clean, recently renovated log cabin in the woods with beautiful views of river and mountains. Located by the charming villages of Williamsville and Newfane, 12 miles from Mount Snow, and right on the crystal clear Rock River. It's the perfect place for a romantic getaway, a family vacation and quality times with good friends. Now also with outdoor hot tub with views of mountains, river and the wide, open sky above.

Guest favourite
A bright living space features a comfortable sofa, a modern electric fireplace, and a television mounted on the wall. Natural light filters through the room, complemented by houseplants and a decorative bowl on a wooden coffee table. The open layout connects to an adjoining area.
Flat in Peterborough
4.93 out of 5 average rating, 111 reviews

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 Keene holiday rentals

When is the best time to visit Keene?

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Avg. price$157 SGD$163 SGD$162 SGD$157 SGD$169 SGD$173 SGD$180 SGD$197 SGD$191 SGD$203 SGD$181 SGD$180 SGD
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Frequently Asked Questions

  • What are the best places to stay in Keene?

    Keene has a range of accommodations, from vacation rentals in central neighborhoods to stays near parks and walking trails. Visitors frequently choose lodging close to downtown for easy access to shops, dining, and arts events.

  • What are the best things to do in Keene with kids?

    Keene has parks with playgrounds, walking trails, and outdoor spaces that welcome families. Many visitors enjoy exploring nature preserves and visiting hands-on museums, which provide interactive fun for children.

  • What are some of the best things to do in Keene?

    Visitors in Keene frequently spend time in downtown shops, enjoy live performances at theaters, and explore local parks. The city has art galleries, community festivals, and historic sites that invite discovery.

  • How is the weather in Keene?

    Keene has cold, snowy winters from 13–32°F (-11–0°C) and warm summers with highs around 83°F (28°C). Spring and fall bring mild temperatures and steady rainfall, so packing extra layers is often recommended.

  • When is the best time to visit Keene?

    Many visitors prefer late spring through early fall, as warmer temperatures and frequent community events make outdoor activities inviting. Autumn is often celebrated for colorful foliage and seasonal festivals.

  • What are the best places to visit in Keene?

    Keene has a vibrant downtown with locally owned shops and art spaces, as well as Central Square, which anchors many activities. Outdoor spaces, like parks and nature trails, are frequently suggested for relaxing strolls.

  • What are some hiking trails in Keene?

    Hiking around Keene includes wooded trails in local parks and nature preserves that welcome walkers of all experience levels. Some routes feature gentle climbs, while others offer forest views and seasonal wildlife sightings.

  • What are some family activities we can do in Keene?

    Keene has family-friendly parks, interactive museums, and local nature reserves where kids can enjoy the outdoors. Families often attend community events together or tour historic landmarks around the city.

  • What are some of the best day trip ideas from Keene?

    Day trips from Keene often include exploring nearby mountain hiking areas, visiting traditional covered bridges, or enjoying seasonal farms and orchards. The region has scenic small towns and natural landmarks for a change of pace.

  • Are there any pet friendly accommodations available in Keene?

    Keene has pet friendly vacation rentals and accommodations, especially around central neighborhoods and near parks. Stays often provide enclosed yards or easy access to walking paths for guests traveling with pets.

  • What are some local tips for visiting Keene?

    Locals often suggest visiting midweek for a quieter experience and exploring both the downtown and surrounding nature trails. Seasonal events, farmers markets, and locally owned cafes are frequent favorites for visitors.

  • What is Keene known for?

    Keene is known for its locally rooted culture, historic architecture, and vibrant arts community. The city frequently hosts seasonal festivals and has a downtown area with unique shops and dining.

  • What are the best hidden gems to explore in Keene?

    Explore nature preserves around Keene, discover smaller art galleries, or wander local farmers markets for regional specialties. The area also has historic sites and lesser-known walking trails tucked throughout town.

  • What are the best foods to try in Keene?

    Keene is known for classic New England dishes, often featuring maple flavors and locally sourced produce. Bakeries serve regional pastries, while downtown eateries highlight creative sandwiches, farm-fresh salads, and seasonal soups.

  • What should I bring for a trip to Keene?

    Pack layers, as temperatures range from cold winters to warm summers, between 13°F (-11°C) in January and 83°F (28°C) in July. Comfortable walking shoes are helpful for exploring parks and downtown, and a rain jacket can be useful given frequent showers.

  • What is the nightlife in Keene like?

    Keene has a laid-back nightlife scene centered around downtown, with casual bars, breweries, and occasional live music venues. Locally owned restaurants often stay open late, creating a welcoming atmosphere for socializing.

  • What are the most popular events or festivals in Keene?

    Keene frequently hosts a pumpkin festival in the fall, as well as community fairs and arts celebrations throughout spring and summer. Outdoor concerts and local food events are also favorites among visitors.

  • Are there family friendly vacation rentals in Keene?

    Keene has family friendly vacation rentals, especially around residential neighborhoods and near local parks. Options often include amenities like kitchens, outdoor spaces, and multiple bedrooms for groups traveling together.

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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 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!

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