Old Mansions - Vacation Rentals in Wolfeboro

Relax on Crescent Lake #2 From US $301
         

9.8 (11 Reviews)
Cottage
  • Parking
  • TV
  • View
9 Lake Street From US $326
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Relax at Crescent Lake From US $292
         

10.0 (32 Reviews)
Cottage
  • Parking
  • TV
  • View
Sleep Like an Angel in an Old Church - Blue Room From US $1,085
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Grandmas Cottage on the River and the Rail Trail in Wolfeboro From US $445
         

10.0 (17 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Wolfeboro

Over 178+ Luxury Places to Stay in or Near Wolfeboro
Beautiful 6-bed/5-bath home on Wolfeboro Neck w/beach, SW views, AC & Wolfeboro From US $1,919
         

A turn-of-the-century enchanting experience From US $1,421
         

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Sleep Like an Angel in an Old Church - Brown Room From US $1,085
         

All-Season Family Lakefront Retreat in Wolfeboro, NH From US $949
         

New Construction, Wolfeboro, NH Walk to Town From US $944
         

10.0 (4 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Luxury Retreat - Walk to Shops, Docks & Restaurants From US $867
         

Top-Rated Vacation Rentals with a Pool in Wolfeboro

Over 13+ Top-Rated Vacation Rentals with a Pool in or Near Wolfeboro
Lake Wentworth Inn From US $131
         

9.4 (513 Reviews)
Hotel
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  • Pool
The Windrifter Resort From US $136
         

8.8 (364 Reviews)
Hotel
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  • Pool
The Wolfeboro Inn From US $162
         

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8.2 (545 Reviews)
Hotel
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Windrifter Resort From US $133
         

8.1 (511 Reviews)
Resort
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  • Pool
Lake Winnipesaukee Waterfront Cottage - ONLY on VRBO! From US $605
         

10.0 (208 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Beautiful Downtown Wolfeboro Apartment From US $297
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Private Spacious & Sunny Bedroom and Bath in home From US $189
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Wolfeboro

Over 67+ Pet-Friendly Vacation Rentals in or Near Wolfeboro
Main House - 3 Story 5 Bed/3 Bath - Wolfeboro From US $643
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Your Home Away From Home From US $299
         

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10.0 (1 Review)
House
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  • Pet Friendly
Caretakers Apartment-Split level w/Wet Room Bath From US $248
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom/2 Bath From US $317
         

Cottage 3 - Year Round - Pet Friendly - 1 Bedroom/1 Bath From US $230
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cottage 10 - 1 Bedroom w/Loft/1 Bath From US $227
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom/1 Bath From US $183
         

Large Vacation Homes & Villas in Wolfeboro

Over 35+ Large Vacation Homes & Villas in or Near Wolfeboro
Lake Wentworth - Wolfeboro, New Hampshire From US $703
         

9.6 (89 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
The Wolfeboro House From US $298
         

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9.0 (2 Reviews)
House
  • Pet Friendly
  • View
  • Balcony/Terrace
Quiet Wolfeboro Lakefront Getaway From US $574
         

9.8 (44 Reviews)
Cottage
  • Parking
  • View
  • Ocean View
Classic Lake Winnipesaukee Home with modern amenities. Sleeps 15 From US $760
         

Wheelchair Accessible Vacation Homes in Wolfeboro

Over 2+ Wheelchair Accessible Vacation Homes in or Near Wolfeboro
Efficiency 4-Piping Rock Resort From US $160
         

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Apartment
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Wolfeboro Inn From US $208
         

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8.0 (181 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View

Wolfeboro Varoom and Airbnb Places to Stay Under $200

Over 12+ Wolfeboro Varoom and Airbnb Places to Stay Under $200
Back Bay Tuckaway From US $194
         

9.6 (9 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Efficiency 9 -Piping Rock Resort From US $111
         

10.0 (2 Reviews)
Apartment
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  • TV
  • Security/Safety
Efficiency 2-Piping Rock Resort From US $173
         

New
Apartment
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Efficiency 3-Piping Rock Resort From US $154
         

New
Apartment
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Efficiency 7-Piping Rock Resort From US $154
         

New
Apartment
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Efficiency 8-Piping Rock Resort From US $154
         

New
Apartment
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Efficiency 5-Piping Rock Resort From US $146
         

New
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Instantly Bookable Vacation Homes in Wolfeboro

Over 61+ Instantly Bookable Vacation Homes in or Near Wolfeboro
Historic Wolfeboro Home one block to Village From US $530
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Lake Access + Kayaks + Arcade + Bike Path + Deck From US $260
         

NEW! Peaceful Retreat at Nary Hill From US $375
         

10.0 (2 Reviews)
House
  • Parking
  • Bedding/Linens
  • Wellness Facilities
Luxury Retreat - Walk to Shops, Docks & Restaurants From US $364
         

Cottage 1-2 - Year Round Pet Friendly - 2 Bedroom/1 Bath End Unit From US $321
         

10.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Play, sled, ski, skate, and more! Snowmobile trails! From US $407
         

About Wolfeboro Vacation Rentals

With more than 187 Wolfeboro vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Old Mansions and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Wolfeboro.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions Wolfeboro, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Wolfeboro. Places to stay near Wolfeboro are 1227.98 ft² on average, with prices averaging $534 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in Wolfeboro with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Wolfeboro

Type Count
Vacation Homes 98
Holiday Apartments 34
Cottages 28
Cabin Rentals 12
Hotels with Suites 8
Others 1
Resorts 1
Ski Chalet Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Wolfeboro

Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wolfeboro.

Weather in Wolfeboro

View the weather forecast for Wolfeboro before booking your Wolfeboro Vacation Rentals to confirm your best time to go.

December - February
High 41°F       Low 14°F
March - May
High 66°F       Low 20°F
June - August
High 82°F       Low 54°F
September - November
High 77°F       Low 28°F