Vacation rentals in Hillsborough

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Top-rated vacation rentals in Hillsborough

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

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Guest favorite

Condo in Laconia

4.95 out of 5 average rating, 44 reviews

Modern 1 Bedroom. Prime location Close to Weirs!

Modern,Clean, 1 bd room condo sleeps 4, possibly 5 with Lake Views.Now offering 1 night stays-Prime location Plenty of covered parking Host is very flexible. 2 Restaurants & Billiards w Bar onsite Check out reviews! 3 miles to Weir'sBeach, 5 BONH Pav, hiking,etc. Kitchen with stainless steel appliances. Awesome foosball coffee table in condo, Breakfast &Italian Restaurant on-site-vending machines, Laundry Matt. Prime location to all attractions. Host provides plenty of water, coffee, & snacks

Superhost

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Guest favorite

Home in Enfield

4.95 out of 5 average rating, 19 reviews

Upper Valley Shaker-Style Home, close to Dartmouth

Located within minutes to Dartmouth Health Medical Center and Dartmouth College, this home offers a comfortable, warm place to gather with friends and family during your visit to the Upper Valley. Just off Route 4, this home offers easy access to I-89 and I-91. This home is unique in its location and proximity to Mascoma Lake. A common right of way and short walk will lead you to the lakefront park and rail trail, where the views are breathtaking. Snowmobile access to rail trail

Guest favorite

A waterfront home is surrounded by lush greenery, featuring a large deck with multiple seating areas. A small blue paddleboat is visible on the lake, alongside a spacious dock equipped with Adirondack chairs. A calm, reflective water surface complements the serene environment.

Cottage in Croydon

5 out of 5 average rating, 10 reviews

Charming Lakefront cottage with beautiful views

Make memories with family or friends at our perfectly situated waterfront getaway. Enjoy the tranquility of waking up to peaceful mornings with a cup of coffee on your bedroom balcony. Take a leisurely tour of the lake in our kayaks or paddleboat. In the evenings, enjoy toasting smores on the camp fire. Our spacious dock is great for fishing or sitting in the Adirondack chairs with your favorite beverage. We look forward to offering our guests a vacation to remember.

Guest favorite

Home in Harrisville

4.9 out of 5 average rating, 10 reviews

Harrisville Lake House - A Tranquil Get-Away

Welcome to Harrisville Lake House, a tranquil lakeside retreat for family and friends on the shore of Harrisville Pond. Our cherished home is perfect for a week-long escape, where nature’s beauty meets the warmth of a family home. Our home is a treasure trove of antique furniture, worldly keepsakes, and artwork. Fall colors in September and early October are breathtaking! From the haunting call of loons to the majestic flight of bald eagles, nature is a daily delight!

Top guest favorite

A covered porch area is furnished with two white wicker chairs, accompanied by decorative pumpkins and colorful autumn leaves. String lights are draped along the railing, creating a welcoming outdoor space that invites relaxation in a residential setting.

Apartment in Northfield

4.96 out of 5 average rating, 78 reviews

The Lady Grand at Northfield

Comfy, Private, First Floor Appartment. Self Check-In, Parking New England vacation rental within walking distance to our scenic historic main street. Centrally located to bike parks, white water park, numerous skiing and hiking options. In an hour's drive, it is possible to be at the shore, in the mountains or one of our great cities! Our guest suite has a private entrance to a mud room and is fully furnished, full kitchen and bath and can sleep up to 6 people.

Guest favorite

A screened-in porch with wooden flooring and a tongue-and-groove ceiling creates a comfortable outdoor living space. Several wicker chairs with colorful cushions are arranged along the side, while a dining table is situated towards the back, offering views of the surrounding greenery.

Home in Wolfeboro

4.98 out of 5 average rating, 54 reviews

Relaxing hidden gem in Wolfeboro

Located within just 7 minutes from Lake Winnipesaukee, Wolfeboro Center, Allen Albee Beach, and Lake Wentworth, Beach Pond Acres is your perfect year round vacation resting place. Indulge in the abundance of activities in the nation’s oldest summer resort, including fishing, water sports, and relaxing lake beaches and Gunstock Ski Resort. Enjoy the privacy of an open, cozy, and light filled home, sitting on five acres of abundant wildlife and vivid greenery.

Guest favorite

Aerial view of Bow Lake showcases calm water reflecting the sky and surrounding greenery. The shoreline features a public boat ramp and several parked vehicles. A mix of residential homes and trees is visible along the road, highlighting the area’s natural beauty.

Home in Strafford

4.96 out of 5 average rating, 23 reviews

Bow Lake Escape

Newly renovated cottage nestled in the trees by beautiful Bow Lake! Sip your coffee on the deck listening to the loons & take the 1.6-mile drive or walk for a swim, paddle or float on the lake. Perfect for a relaxing getaway or outdoor enthusiasts. This 2BR/1.75BA stylish home sleeps 6 & offers modern amenities, seasonal lake views & convenient location near public boat launch & parking, restaurants, snowmobile trails & Antique Alley.

Superhost

A spacious lawn is surrounded by trees, providing a serene backdrop for outdoor activities. Comfortable seating is arranged near a firepit, while a rustic barn stands in the distance. A well-maintained walkway leads to the entrance of the charming red house.

Cottage in Hill

4.98 out of 5 average rating, 87 reviews

The red house

Charming Country Retreat in Hill, NH - Perfect for Families and Groups Welcome to our serene home in the charming town of Hill, New Hampshire! Nestled on 12 scenic acres, this inviting home offers the perfect blend of tranquility and adventure for families and groups looking to escape the hustle and bustle. Feel free to reach out if you have any questions or need additional information. We’re here to help make your stay perfect!

Guest favorite

A spacious living area is depicted, featuring a soft sectional sofa oriented towards a light-colored area rug. A modern kitchen with white cabinetry and stainless steel appliances can be seen in the background. Natural light floods through sheer curtains, enhancing the inviting space.

Condo in Laconia

4.95 out of 5 average rating, 56 reviews

Clearwater lakes and beautiful mountains.

Condo is located in the heart of the lakes region with attractions sure to please everyone. Endless nature trails surround the area with breathtaking views of the lakes and mountains. Numerous fine dining establishments, local spas, boat rentals, parks and beaches are only minutes away. If adrenaline rush is more your speed you will love the zip lines, mountain coasters, treetop arial adventures, and the ski resorts.

Guest favorite

The kitchen features a modern design with white cabinetry and a wooden countertop. Two windows allow natural light to brighten the space, while stainless steel appliances, including an oven, are positioned along the walls. A sink is centrally located, enhancing functionality.

Home in Cavendish

4.96 out of 5 average rating, 26 reviews

Charming New England Cape- 10 Minutes from Okemo!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Guest favorite

Two refurbished cabins are nestled among tall trees, reflecting gently on the calm waters of a basin. The cabins feature large windows and outdoor seating areas, offering serene views of the surrounding greenery.

Cabin in Wolfeboro

4.97 out of 5 average rating, 130 reviews

Northern Lights

One of two relaxing refurbished cabins located on Goodwin's basin. You can watch the turtles right from the comforts of the livingroom. Located right off of the Bridge Falls Path, making it convenient for biking or walking to town. Quiet clean beach located on Crescent Lake for you to enjoy with the kids, and access to a boat dock upon booking. Additional Occupancy tax must be paid at or prior to check-in.

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What guests are saying

Hazelhurst Vacation House

4.95 out of 5 average rating, 94 reviews4 months ago

You walk into Eric’s place and it feels like a home thoughtfully set up so that you can just walk in and be comfortable. It’s an “and, breathe” kind of relaxing, homey place. Eric was super responsive to any & all questions we had. We absolutely loved our time there and look forward to rebooking in the future!

Home in Peterborough

What guests are saying

Okemo <12 min Game room~Hot tub~Fire pit~Mtn Views

4.98 out of 5 average rating, 48 reviews1 month ago

Awesome place! All the games in the basement gave us something to do while hanging inside the house. It’s great being able to come back after a long day of snowboarding and relaxing in the hot tub. The kitchen had everything we needed to cook. Only thing “negative” I could say is we couldn’t find any trash bags for the trash cans but obviously not that big of a deal. Overall I would 100% recommend and would definitely stay here again, without a doubt

Home in Cavendish

What guests are saying

“The Loon Lookout” A View with Beach Access…

5 out of 5 average rating, 34 reviews2 months ago

Our stay at this home was absolutely wonderful! This home was incredibly cozy, and the town was so welcoming! It had everything we needed, from extra towels to a well-stocked kitchen with all the seasonings for cooking. Thoughtful touches made our stay effortless—would definitely return!

Home in Meredith

What guests are saying

Perfect Lakeview Family Getaway

4.85 out of 5 average rating, 20 reviews2 months ago

Devon's place worked really well for our Ski Trip. It is located very close to Gunstock mountain and the house was clean and new. Was a little smaller than expected from the photos but nonetheless we had a great time and a great stay. Didn't spend too much time in the space but the location is the best part as it is very close to Gunstock and other ammenities.

Home in Meredith

What guests are saying

Zen Haven Farm Dog Paradise! A True Zen Escape!

5 out of 5 average rating, 16 reviews2 months ago

We could not have found a better place to stay while having renovations done at our own home. We packed up our gaggle of golden retrievers and one beagle and felt welcomed the moment we stepped into the house. There were treats for the dogs, blankets to put on the couch, verrrry comfortable twin-sized memory foam dog beds and endless amounts of toys for our pups to enjoy. There was also a treat station as well as lickit mats and doggie painting to keep these retrievers happy and busy. This house is so dog friendly. It’s a perfect balance of a beautiful home for the humans that is also perfect for the dogs. The furniture was comfortable, the kitchen large and well-stocked with necessities, such as paper towels, dish soap, dishes, pots and pans and that stove…. Beautiful! The bed was very comfortable and cozy. If the dogs hadn’t wanted to get up so early, we may have slept part of the day away. Having the availability to do laundry was also very helpful. We truly enjoyed our stay!

Farm stay in Mont Vernon

What guests are saying

A quiet x in VT to Ski, Hike, Hot tub~3m Quechee

4.92 out of 5 average rating, 12 reviews2 months ago

I visited Thatcher and Lisa's place for a few days in February with 5 friends. It was an incredible experience overall. The home was a perfect peaceful getaway, with awesome amenities like multiple private rooms, a well-stocked kitchen, hot tub, and games. It is also very nicely located, providing a peaceful rural setting while also having great access to nearby areas like Woodstock, Hanover, and Killington (where we spent ~3 days skiing). Additionally, Lisa and Thatcher really went above and beyond as hosts. They left very clear instructions and recommendations, made sure that we arrived smoothly in the face of inclement weather, and even shipped home an item we left behind. I definitely recommend staying here for your next Vermont adventure!

Home in Hartland

What guests are saying

Lakeside Oasis 2

5 out of 5 average rating, 10 reviews5 days ago

My family had a complicated situation when we sold our home and ended up needing a place to stay for 3 weeks while we waiting to close on our new home. We were so happy to find an affordable place to stay. The house had everything we needed for our stay and Brittney was very nice. The house also smelt very clean.

Home in Laconia

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