Holiday rentals in Bennington

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Top-rated holiday rentals in Bennington

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

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Top guest favourite

Farm stay in Mont Vernon

5 out of 5 average rating, 16 reviews

Zen Haven Farm Dog Paradise! A True Zen Escape!

A modern farmhouse with a vintage twist DOG PARADISE! FARM STAY! TRANQUIL! Welcome to Zen Haven, a pet friendly retreat on 15 acres of land in the heart of nature. We are located in Mont Vernon, NH. Embrace tranquility, unwind, and create lasting memories in this pet-friendly haven. With its perfect blend of comfort, style, and pet-friendly amenities, Zen Haven is the ideal destination for those seeking a peaceful escape. This gorgeous property shares its grounds with our charming duck barn!

Superhost

Cottage in Westford

4.92 out of 5 average rating, 36 reviews

Beach & pond cottage ! Westford MA and Boston!

Summer Village resort is only 20 miles from Boston. Best of both worlds! Your New England style cottage is steps to the beach, Lodge restaurant & bar, heated pools (family & adult), hot-tub, playground, tennis/ basketball/ fire pits pocket parks, golf putt, fishing, 24-hr fitness center. You'll enjoy lake views of Long Sought for Pond from the sun-filled porch, sandy beach, nestled in a beautiful gated seasonal cottage community. CENTRAL A/C !! Queen beds, Bunk bed. Weber outdoor grilling.

Guest favourite

Apartment 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

Guest favourite

Apartment in Laconia

5 out of 5 average rating, 7 reviews

In the heart of Weirs Beach! Walk to everything

Apartcondo with beautiful lake views from decks and master bedroom, small private beach, and walking distance to the main beach. 1 minute walk to the boardwalk, Tower Hill, tiki hut boats, Mt Washington boat tour, arcades, pubs. A 10 minute ride to bank of pavilion, grocery stores, fun spot, Hi Octane. Clean, full kitchen, sleeps 6, Just park your car/bike and enjoy all the comforts of home. Complimentary coffee/ tea bar. Past guest ratings are 5 stars for location and cleanliness!

Superhost

Flat in Laconia

4.85 out of 5 average rating, 13 reviews

Stunning Lakefront 2br/2ba Condo

Beautifully decorated condo with stunning lake views in Master bedroom, living room and private deck. Perfect location that is minutes Weirs Beach, many restaurants, boardwalk and more. Condo sleeps 6 comfortably with two bathrooms and everything you need for a comfortable stay. Beautiful views from the balcony of the lake and mountains. Centrally located facility with many amenities that include dedicated parking spot, pool and tennis courts. Mins to Gunstock for skiing!

Guest favourite

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 favourite

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 favourite

Flat 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 favourite

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

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 favourite

Apartment 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 favourite

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!