Best Hillsborough Vacation Rentals
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Best-rated
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Beach access
The Lakeview Inn & Cottages
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
Providing guests with a sunbathing terrace, a picnic area, and a golf course to ensure a memorable stay, the 8-room The Lakeview Inn & Cottages Weirs Beach is about a 5-minute walk from Winnipesaukee Pier. This property features opportunities for mini golf in the area, only a few steps from MV Doris E.
Guests can relax by an outdoor swimming pool while enjoying views of the sun terrace.
The Lakeview Inn & Cottages
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Pool with view
The Lakeview Inn & Cottages
Providing guests with a sunbathing terrace, a picnic area, and a golf course to ensure a memorable stay, the 8-room The Lakeview Inn & Cottages Weirs Beach is about a 5-minute walk from Winnipesaukee Pier. This property features opportunities for mini golf in the area, only a few steps from MV Doris E.
Guests can relax by an outdoor swimming pool while enjoying views of the sun terrace.
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Beach access
The Cottages At Harvey Lake
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Heating
- Terrace
Situated 4.3 km from Bow Lake, The Cottages At Harvey Lake Northwood entices guests to enjoy canyoning, hiking, and cycling in the area. Providing guests with Wi-Fi and parking, this 9-room holiday home is 10 minutes by car from Northwood Lake.
The Cottages At Harvey Lake
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Heating
- Terrace
The Cottages At Harvey Lake
Situated 4.3 km from Bow Lake, The Cottages At Harvey Lake Northwood entices guests to enjoy canyoning, hiking, and cycling in the area. Providing guests with Wi-Fi and parking, this 9-room holiday home is 10 minutes by car from Northwood Lake.
Rustic-Chic Cottage W/ Yard & Grill - Near Hiking!
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- Flat-screen TV
- Ironing facilities
- Terrace
- Garden area
The 2-bedroom Rustic-Chic Cottage W/ Yard & Grill - Near Hiking! Northfield is located nearly 25 minutes' walk from Community Bible Church, giving access to various tourist spots nearby. This Northfield holiday home hosts up to 2 guests and provides them with a car park.
The villa also includes a private garden that comes with a terrace for a more enjoyable stay.
Rustic-Chic Cottage W/ Yard & Grill - Near Hiking!
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- Flat-screen TV
- Ironing facilities
- Terrace
- Garden area
Rustic-Chic Cottage W/ Yard & Grill - Near Hiking!
The 2-bedroom Rustic-Chic Cottage W/ Yard & Grill - Near Hiking! Northfield is located nearly 25 minutes' walk from Community Bible Church, giving access to various tourist spots nearby. This Northfield holiday home hosts up to 2 guests and provides them with a car park.
The villa also includes a private garden that comes with a terrace for a more enjoyable stay.
Cheap Hillsborough Vacation Rentals
Birch House: Cozy Cabin 5 Min From Okemo
- BBQ facilities
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Offering a location 3.2 km from Black River Academy Museum, the 4-bedroom Birch House: Cozy Cabin 5 Min From Okemo Ludlow gives access to various tourist spots in the area. With a maximum capacity of 8 guests, this 2-bathroom villa offers parking.
Birch House: Cozy Cabin 5 Min From Okemo
- BBQ facilities
- Flat-screen TV
- Tea and coffee facilities
- Heating
- Garden area
Birch House: Cozy Cabin 5 Min From Okemo
Offering a location 3.2 km from Black River Academy Museum, the 4-bedroom Birch House: Cozy Cabin 5 Min From Okemo Ludlow gives access to various tourist spots in the area. With a maximum capacity of 8 guests, this 2-bathroom villa offers parking.
Fat Sheep Farm & Cabins
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tea and coffee facilities
- Sun terrace
The 5-room Fat Sheep Farm & Cabins Windsor is located approximately 15 minutes by car from Artisans Park, giving access to various tourist spots nearby.
Fat Sheep Farm & Cabins
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Tea and coffee facilities
- Sun terrace
Fat Sheep Farm & Cabins
The 5-room Fat Sheep Farm & Cabins Windsor is located approximately 15 minutes by car from Artisans Park, giving access to various tourist spots nearby.
Village At Winnipesaukee 59 Treetop #432
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Tennis court
- Pool with view
Located around a 5-minute walk from Kellerhaus, the 2-bedroom Village At Winnipesaukee 59 Treetop #432 Laconia apartment gives quick access to various tourist spots in the vicinity. Within a few blocks of Weirs Beach Water Slide, this spacious apartment welcomes guests with a sun deck and a picnic area.
Access to a tennis court helps guests maintain their bodies.
Village At Winnipesaukee 59 Treetop #432
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Tennis court
- Pool with view
Village At Winnipesaukee 59 Treetop #432
Located around a 5-minute walk from Kellerhaus, the 2-bedroom Village At Winnipesaukee 59 Treetop #432 Laconia apartment gives quick access to various tourist spots in the vicinity. Within a few blocks of Weirs Beach Water Slide, this spacious apartment welcomes guests with a sun deck and a picnic area.
Access to a tennis court helps guests maintain their bodies.
Pet Friendly Vacation Rentals Hillsborough New Hampshire
Cute Lower Level Cedar Lodge Room With Balcony & Lake Views!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Set 12 minutes on foot from Lake Winnipesaukee Historical Museum, the 37 m² Cute Lower Level Cedar Lodge Room With Balcony & Lake Views! Laconia comprises a balcony overlooking the lake. The maximum occupancy at the apartment is 4 guests.
Also, there is a swimming pool to ensure a more enjoyable stay.
Cute Lower Level Cedar Lodge Room With Balcony & Lake Views!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
Cute Lower Level Cedar Lodge Room With Balcony & Lake Views!
Set 12 minutes on foot from Lake Winnipesaukee Historical Museum, the 37 m² Cute Lower Level Cedar Lodge Room With Balcony & Lake Views! Laconia comprises a balcony overlooking the lake. The maximum occupancy at the apartment is 4 guests.
Also, there is a swimming pool to ensure a more enjoyable stay.
Heavenly Hideaway
- Cookware/ Kitchen utensils
- Free parking
- Tea and coffee facilities
- Heating
- Skiing
The 112 m² Heavenly Hideaway Apartment Ludlow offers proximity to such tourist attractions as Congregational Church of Ludlow, situated approximately 5 minutes' walk away. This 2-bedroom apartment can host up to 6 guests.
Guests can take advantage of snow skiing, hiking, and mini golf to enhance their fitness goals.
Heavenly Hideaway
- Cookware/ Kitchen utensils
- Free parking
- Tea and coffee facilities
- Heating
- Skiing
Heavenly Hideaway
The 112 m² Heavenly Hideaway Apartment Ludlow offers proximity to such tourist attractions as Congregational Church of Ludlow, situated approximately 5 minutes' walk away. This 2-bedroom apartment can host up to 6 guests.
Guests can take advantage of snow skiing, hiking, and mini golf to enhance their fitness goals.
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Private beach
Baker Rocks
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Garden area
Staying at the 4-room Baker Rocks Villa Rumney, guests can visit Polar Caves Park, which is around 4 km away. Featuring fitness classes, as well as a fitness room for active guests, this Rumney holiday home is about a 10-minute drive from Quincy Bog Natural Area.
Baker Rocks
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Fitness centre
- Garden area
Baker Rocks
Staying at the 4-room Baker Rocks Villa Rumney, guests can visit Polar Caves Park, which is around 4 km away. Featuring fitness classes, as well as a fitness room for active guests, this Rumney holiday home is about a 10-minute drive from Quincy Bog Natural Area.
Hillsborough Vacation Rentals Oceanfront
Bon Vie Chalet
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
- Garden area
Offering a picnic area and a golf course for guests' leisure, the 3-bedroom Bon Vie Chalet Ludlow is situated about 25 minutes' walk from the natural waterfalls "Buttermilk Falls". Featuring a Jacuzzi, the holiday home is 3.1 km from Camp Plymouth State Park.
The area is popular for those who like snow skiing, hiking, and cycling.
Bon Vie Chalet
- BBQ facilities
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
- Garden area
Bon Vie Chalet
Offering a picnic area and a golf course for guests' leisure, the 3-bedroom Bon Vie Chalet Ludlow is situated about 25 minutes' walk from the natural waterfalls "Buttermilk Falls". Featuring a Jacuzzi, the holiday home is 3.1 km from Camp Plymouth State Park.
The area is popular for those who like snow skiing, hiking, and cycling.
Castle Hill Resort Condo: 5 Mi To Slopes At Okemo!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Located around a 20-minute walk from St James United Methodist, the welcoming Castle Hill Resort Condo: 5 Mi To Slopes At Okemo! Proctorsville villa has an outdoor swimming pool and is ideal for up to 6 guests. This 3-bedroom holiday home offers guests a relaxing experience with a Jacuzzi.
The surroundings are ideal for activities such as hiking.
Castle Hill Resort Condo: 5 Mi To Slopes At Okemo!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Fitness centre
- Outdoor swimming pool
Castle Hill Resort Condo: 5 Mi To Slopes At Okemo!
Located around a 20-minute walk from St James United Methodist, the welcoming Castle Hill Resort Condo: 5 Mi To Slopes At Okemo! Proctorsville villa has an outdoor swimming pool and is ideal for up to 6 guests. This 3-bedroom holiday home offers guests a relaxing experience with a Jacuzzi.
The surroundings are ideal for activities such as hiking.
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Top location
Deck & Fire Pit: Cottage Near Monadnock State Park
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Golf centre
The 4-bedroom Deck & Fire Pit: Cottage Near Monadnock State Park Jaffrey hosts up to 7 guests and is nestled 2.6 km from natural sites such as Gilmore Pond Lake. Located around 10 minutes' drive from Jaffrey Civic Center, this holiday home provides Wi-Fi and private car parking.
Deck & Fire Pit: Cottage Near Monadnock State Park
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Golf centre
Deck & Fire Pit: Cottage Near Monadnock State Park
The 4-bedroom Deck & Fire Pit: Cottage Near Monadnock State Park Jaffrey hosts up to 7 guests and is nestled 2.6 km from natural sites such as Gilmore Pond Lake. Located around 10 minutes' drive from Jaffrey Civic Center, this holiday home provides Wi-Fi and private car parking.
Hillsborough Vacation Rentals with Private Pool
Magic Birch Lodge
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
- Patio
During the stay at Magic Birch Lodge Windham, guests can indulge in snow skiing, hiking, and fisheries or visit Lowell Lake State Park, located a 10-minute drive away.
Magic Birch Lodge
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Tea and coffee facilities
- Skiing
- Patio
Magic Birch Lodge
During the stay at Magic Birch Lodge Windham, guests can indulge in snow skiing, hiking, and fisheries or visit Lowell Lake State Park, located a 10-minute drive away.
New!! Entire Apartment Minutes From Winni Lakes
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Ironing facilities
The spacious 3-bedroom New!! Entire Apartment Minutes From Winni Lakes Laconia provides swift access to various city landmarks, such as the reform synagogue "Temple B'nai Israel", located merely a 6-minute walk away. 3.3 km from Ellacoya State Park, this 139 m² apartment for 8 guests offers a picnic area and a play area.
New!! Entire Apartment Minutes From Winni Lakes
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Ironing facilities
New!! Entire Apartment Minutes From Winni Lakes
The spacious 3-bedroom New!! Entire Apartment Minutes From Winni Lakes Laconia provides swift access to various city landmarks, such as the reform synagogue "Temple B'nai Israel", located merely a 6-minute walk away. 3.3 km from Ellacoya State Park, this 139 m² apartment for 8 guests offers a picnic area and a play area.
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Great deal
Cozy Ludlow Escape
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
- Heating
- Skiing
Situated about 15 minutes' walk from Okemo Mountain Resort, the 50 m² Cozy Ludlow Escape apartment provides guests with Wi-Fi for either business or leisure. You can join sports activities organised by this 1-bedroom apartment, such as snow skiing, hiking, and fisheries.
Cozy Ludlow Escape
- Cookware/ Kitchen utensils
- Free parking
- Ironing facilities
- Tea and coffee facilities
- Heating
- Skiing
Cozy Ludlow Escape
Situated about 15 minutes' walk from Okemo Mountain Resort, the 50 m² Cozy Ludlow Escape apartment provides guests with Wi-Fi for either business or leisure. You can join sports activities organised by this 1-bedroom apartment, such as snow skiing, hiking, and fisheries.
Spooner House
- Shared kitchen
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Sun terrace
During the stay at Spooner House Villa Hartland, guests can indulge in canyoning, hiking, and horseback riding or visit Vermont Spirits, located 10 minutes away by car. This 3-room villa boasts a sundeck and a golf course, while Vermont Toy & Train Museum is 4.6 km away.
Spooner House
- Shared kitchen
- Free parking
- Housekeeping
- Air conditioning
- Golf centre
- Sun terrace
Spooner House
During the stay at Spooner House Villa Hartland, guests can indulge in canyoning, hiking, and horseback riding or visit Vermont Spirits, located 10 minutes away by car. This 3-room villa boasts a sundeck and a golf course, while Vermont Toy & Train Museum is 4.6 km away.
1 Mi To Mt Snow: 'Luna Stella' Home W/ Fireplace
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Heating
Staying at the 3-bedroom 1 Mi To Mt Snow: 'Luna Stella' Home W/ Fireplace West Dover, guests can easily reach Snow Mountain Market, located only 1.1 km away. The welcoming villa can host up to 8 guests and ensures their entertainment with a games room.
Hire are available for rent at the premises, while it is possible to try hiking in the surroundings.
1 Mi To Mt Snow: 'Luna Stella' Home W/ Fireplace
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Heating
1 Mi To Mt Snow: 'Luna Stella' Home W/ Fireplace
Staying at the 3-bedroom 1 Mi To Mt Snow: 'Luna Stella' Home W/ Fireplace West Dover, guests can easily reach Snow Mountain Market, located only 1.1 km away. The welcoming villa can host up to 8 guests and ensures their entertainment with a games room.
Hire are available for rent at the premises, while it is possible to try hiking in the surroundings.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Hillsborough, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| The Lakeview Inn & Cottages |
8.7 / 10 (147 Reviews) |
From 229$ | |
| The Cottages At Harvey Lake |
9.1 / 10 (40 Reviews) |
From 173$ | |
| Rustic-Chic Cottage W/ Yard & Grill - Near Hiking! |
9.2 / 10 (14 Reviews) |
From 93$ | |
| Birch House: Cozy Cabin 5 Min From Okemo |
9.9 / 10 (8 Reviews) |
From 237$ | |
| Fat Sheep Farm & Cabins |
10.0 / 10 (5 Reviews) |
From 184$ |
Frequently Asked Questions
Which vacation rentals in Hillsborough are best for families?
The Lakeview Inn & Cottages and Cozy Ludlow Escape offer spacious accommodations ideal for families. Both have amenities like full kitchens and outdoor areas for kids to play.
Consider booking the Lakeview Inn's family suite which includes a kitchenette for preparing meals.
Which rentals near Monadnock State Park are great for hiking enthusiasts?
Deck & Fire Pit: Cottage Near Monadnock State Park provides direct access to hiking trails. It includes a fire pit for evening gatherings after a day outdoors.
Get an early start on weekends to have the trails to yourself and enjoy cooler temperatures.
What are the best budget-friendly options in Hillsborough?
Cozy Ludlow Escape and Rustic-Chic Cottage offer affordable rates without sacrificing comfort. They provide essential amenities for a pleasant stay.
Book during weekdays for lower rates and better availability.
Which rentals in Hillsborough have outdoor spaces for BBQs?
Rustic-Chic Cottage and Heavenly Hideaway feature backyards equipped for grilling and relaxation. Perfect for enjoying meals outside.
Plan your BBQ for after 5 PM when temperatures drop, making it more comfortable.
What vacation rentals offer a romantic atmosphere in Hillsborough?
Bon Vie Chalet and Magic Birch Lodge provide cozy settings with beautiful views. These properties often include features like fireplaces and secluded decks.
Visit in the fall when the leaves change for a picturesque romantic getaway.
Which rentals are pet-friendly in Hillsborough?
Heavenly Hideaway and Fat Sheep Farm & Cabins welcome pets with added amenities. Look for properties with enclosed yards.
Confirm the pet policy before booking and check if there are any additional fees.
Which rentals include modern facilities for extended stays in Hillsborough?
The Cottages At Harvey Lake provide amenities suitable for longer visits, such as fully equipped kitchens and laundry services.
Consider the seasons when booking; summer rates can be higher due to increased demand.
What seasonal events should travelers know about in Hillsborough?
The Hillsborough Pumpkin Festival in October features local crafts, food, and live music. It's a fun way to experience the community.
Arrive early to secure parking and enjoy all the festival activities throughout the day.
How can I easily get from the airport to my Hillsborough rental?
For travelers arriving at Manchester-Boston Regional Airport, renting a car is convenient and takes about 45 minutes to Hillsborough. Taxis are also available but can be more expensive.
Book your rental car in advance to secure better rates and availability.
What unique local restaurants should I try in Hillsborough?
The Black Forest Cafe and The Sunflower Cafe offer local dishes and a cozy atmosphere. Both emphasize fresh, seasonal ingredients.
Visit The Black Forest Cafe for lunch specials between 11 AM and 2 PM for better prices.