
House holiday rentals in Wolfeboro
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Top-rated house rentals in Wolfeboro
Guests agree: These houses are highly rated for location, cleanliness and more.

Tranquil Pondside Retreat
Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Unique Artist Studio Property with Mountain View!
Fresh air & a songbirds’ serenade melt your stress away in this tranquil setting. Extensive flower gardens line the stone walls traversing this unique property located on a charming mountain road. Stargazers will marvel at gorgeous night skies while mountain views greet you daily. Outdoor enthusiasts have easy access to hiking & biking trails & a lake for kayaking. Staying in? Enjoy game night or curl up with a good book as sunlight streams in the Studio. Welcome to our little slice of heaven.

The ZEN welcomes you, your home away from home.
The goal is for you to relax, recharge, enjoy & breathe. We offer a private 3 person HOT TUB , seasonal outdoor warm shower& chiminea firepit , infrared SAUNA, 72" freestanding bathtub for the ULTIMATE spa experience. King bed with an adjustable & vibrating bed base. The cozy 600 sqf home is equipped with everything your heart could desire. Artistic Design around every corner. BOHO swings on the private porch. We abutt a 13 ac conservatory land with walking & hiking trails off the backyard.

5-Stars!! Cozy Home near the lake
Please answer our questions when requesting to book. If they are not answers, your request will be declined. Cozy home near the lake is a peaceful place to relax or adventure in the lakes region.The house is located right next to the Glendale Yacht Club and 0.3 miles or a 6 min walk (based on Google) to the Breeze Restaurant and water access at the Glendale Public Docks (no swim area). The house comes with a fully stocked kitchen, a grill, relatively fast internet and a 55" TV (no cable)

Tranquility, Relaxation, Family, Romance
Bring your family or have a romantic getaway in this beautiful 2 bedroom, 2 private baths located in this quiet country setting. Pet friendly. Big fenced in wooded back yard for your pets to roam. Big back yard deck w/ seating, grill. Minutes away to boat launching area to rent party boats, kayaks, paddle boats, Swimming, winter sports on Milton 3 ponds. Seasonal blueberry, peach, apple picking in town. Park your boat or snowmobile trailors. Skydive New England right in town. Fall leaves.

Log Cabin on the River w/ Private Hot Tub
This log cabin tiny home is located right in Campton Village. It is clean, and very bright and cheery thanks to the floor-to-ceiling window that overlooks the Mad River. Includes a SMALL kitchenette (not recommended for those serious about cooking nightly feasts) and a locked outdoor storage space for skis and outdoor equipment. Small 2-person hot tub. WiFi. Level 2 EV charger on site (extra fees apply). 5 min walk from a craft brewhouse, grocery store, a vintage arcade and candy store.

Fall/Ski Fun: Spacious Home near downtown Meredith
My place is close to Mills Falls in Meredith, close to skiing, casual and fine dining, art shops, wineries, art and antique shops, just minutes to 2 - 4 hour hikes with great views of White Mountains and Lake Winnepesaukee, a beautiful Association Beach, and family-friendly activities. You’ll love my place because of the comfy bed, the kitchen, the high ceilings, its cleanliness, and coziness. My place is good for couples, solo adventurers, business travelers, and families (with kids).

Cozy Retreat-NEW Coffee Bar
Welcome to Buttercup Inn Tucked away in the peaceful lakes region, less than 2 miles from downtown Wakefield, this tastefully upgraded home may just surprise you. Every detail has been designed to make you feel right at home, from cozy furnishings to the brand new coffee bar- your go-to spot for a perfect brew. Whether you're unwinding or exploring the area, this charming retreat's proof that sometimes the best places are the ones you least expect. Message for further info.

Waterfront w Kayaks, Pool table, Pergola, Firepit
Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

The Niche...crafted & forged
Welcome to the Niche, crafted and forged to preserve your memories. The many custom touches in this space echo our wish for your experience here: beautiful, unique, and unforgettable. As you relax, in a private wooded setting, we hope you find the peaceful time away you're searching for. The Niche is a cozy return after your day of swimming, hiking, skiing, or other recreational fun here in the White Mountains. You’ll have no shortage of activities to occupy your stay.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!
Popular amenities for Wolfeboro house rentals
House rentals with a pool

Cozy & updated Loon MTN condo

Deer Park-Shuttle-Amenities- Fireplace

Spectacular log home with private pool and hot tub

Bear Brook House

On Attitash - Ski, Hike, Swim!

Stylish Mtn Home-Indoor Pools/ Hot Tubs & Fire Pit

Relaxing Winnipesaukee Condo!

Lovely 2 Bedroom Loft at Loon Mountain! Lincoln NH
Weekly house rentals

Camp Looney: Lake Access & Pet Friendly

The Quaint Escape - Built in 2024 - Lake Access

Beautiful Lake Winnipesaukee w/ Dock!

Winnipesaukee Beach Access Home w/ hot tub & sauna

Luxury Lakehouse| Sunsets| Cen. Air| Private Dock

Heart of the Lakes Region- Pine River Pond

Lake Winnipesaukee Retreat•Amazing Views • Hot Tub

Dog Friendly! The Cowbell Cottage
Private house rentals

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Gunstock Mtn 5 mins - Pond Hockey Basecamp

Quaint Wolfeboro NH Home.

The SchoolHouse

Bit O' Honey White Mnt. Retreat

Secluded Waterfront Retreat with Luxe Amenities

HTub | Rec Rm | Zen Deck | Tech Beds | Lake < 1mi

Lakefront, Mtn Views, Hot Tub, Game Room, & More!
When is the best time to visit Wolfeboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $487 NZD | $499 NZD | $495 NZD | $502 NZD | $517 NZD | $627 NZD | $634 NZD | $634 NZD | $567 NZD | $514 NZD | $502 NZD | $495 NZD |
| Avg. temp | -5°C | -4°C | 1°C | 7°C | 14°C | 19°C | 22°C | 21°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about house rentals in Wolfeboro

Total holiday rentals
Explore 90 holiday rentals in Wolfeboro

Nightly prices starting at
Wolfeboro holiday rentals start at $100 NZD per night before taxes and fees

Verified guest reviews
Over 2,100 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
90 of Wolfeboro holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wolfeboro rentals

4.9 Average rating
Wolfeboro stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Wolfeboro
- Rentals with a fire pit Wolfeboro
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- Rentals with lake access Wolfeboro
- House rentals Carroll County
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- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Pats Peak Ski Area
- Loon Mountain Resort
- Scarborough Beach
- Long Sands Beach
- Weirs Beach
- York Harbor Beach
- Mount Washington Cog Railway
- North Hampton Beach
- Cranmore Mountain Resort
- King Pine Ski Area
- Tenney Mountain Resort
- Franconia Notch State Park
- Short Sands Beach
- Willard Beach
- East End Beach
- Omni Mount Washington Resort
- Gooch's Beach
- Cape Neddick Beach




