Wolfeboro vacation rentals

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Top-rated vacation rentals in Wolfeboro

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

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Guest favorite

Farm stay in Alton

4.97 out of 5 average rating, 165 reviews

Mountain View - Modern & Beautiful

Kick back and relax in this stylish apartment space, with its own entrance around the back of the home! Modern construction w/ a king bed, large outdoor patio space w/ mountain views. A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have a private space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

Nov 11 – 18

R2,037 ZAR per night

Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 165 reviews

Barn on Pleasant-walk to town

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this spring and summer, walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

May 15 – 22

R2,611 ZAR per night

Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 419 reviews

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

May 20 – 25

R2,303 ZAR per night

Guest favorite

Apartment in Tuftonboro

4.97 out of 5 average rating, 267 reviews

Apartment CenterTuftonboro minutes from Wolfeboro

This is a spacious lower- level apartment 1000 sq ft in our home . Our guests will have complete privacy with convenience parking . It features a large master bedroom and cozy second bed room. You have a large private kitchen , living room , a bathroom and laundry room . Our area offers many activities as well as shopping in historic down town Wolfeboro. A very short drive to all the best things that Lake Winnipesaukee offers. Please read all our description before booking . Thanks so much

Nov 12 – 19

R2,773 ZAR per night

Guest favorite

Loft in Barrington

4.96 out of 5 average rating, 490 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Oct 24 – 31

R1,803 ZAR per night

Guest favorite

Guesthouse in Belmont

4.99 out of 5 average rating, 200 reviews

Charming Pool/Garden Guest House

A little Paradise! Charming pool and guesthouse in country setting, birds and flowers galore. Much to do in the area, or just quiet, settling into some refresh-your-soul time. The guesthouse has all you need to feel at home. Within 15 minutes you'll find Gunstock Recreational Area, Highlands Mtn. Bike Park, Hermit Woods Winery, Funspot bowling and arcades, hiking, fishing, Shaker Village, Lakes Region Casino, NH Speedway, Bank of America Pavillion (concerts) and Tanger Outlet Shopping.

May 25 – Jun 1

R2,535 ZAR per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 136 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Dec 9 – 16

R3,231 ZAR per night

Guest favorite

Guesthouse in Wolfeboro

4.98 out of 5 average rating, 178 reviews

A charming loft Barn that sleeps 5.

Our 3000 sq ft renovated, rustic loft barn is located on 70 acres, very private, yet 2.5 miles from downtown Wolfeboro. Our barn sleeps 5, has full kitchen, bar, pool table, 65 inch TV and bath with shower. The barn has 1 double & 4 single beds, one set of single beds can be converted into a king upon request prior to stay. A perfect place to hang out with a few friends. Minimum age of primary renter 25. MAX 5 guests staying, please do not book if you have more. No parties.

Apr 1 – 8

R6,690 ZAR per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 139 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Oct 25 – Nov 1

R6,687 ZAR per night

Guest favorite

Guest suite in Meredith

4.9 out of 5 average rating, 234 reviews

Downtown! Studio w 3/4 Bathroom. Private Entrance!

This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

Sep 26 – Oct 3

R1,630 ZAR per night

Guest favorite

Condo in Wolfeboro

4.97 out of 5 average rating, 188 reviews

Elegant condo on the water in downtown Wolfeboro!

** March & April special; stay Friday and Saturday night and get Sunday night for free** Often described as Wolfeboro's favorite house, this historic Victorian sits right downtown Wolfeboro and on the water looking across to the town docks, Brewster Academy and Wolfeboro Bay. This two-story unit, occupying the second and third floors, has a beautiful porch overlooking the bay and is located by the famous Yum Yum Shop.

Nov 14 – 21

R5,804 ZAR per night

Guest favorite

Home in Lebanon

4.96 out of 5 average rating, 240 reviews

Beautiful, Peaceful, Maine Getaway House

Kick back and relax in this beautiful Maine getaway. Romantic, Quiet, country setting. Pet friendly. Big yard and trails for you and your pets to roam. Outdoor seating w/hammock. Minutes away from boat launching area to rent party boats, kayaks and paddle boats. Winter sports on Milton 3 ponds close by. Seasonal fruit picking right in town. Skydive New England. Fall leaf peeping. Extended stays welcome

Feb 26 – Mar 5

R2,510 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wolfeboro vacation rentals

Lake access

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Wolfeboro's top sights

Wright Museum of World War II43 locals recommend

Nolans Brick Oven Bistro32 locals recommend

Morrisseys' Front Porch12 locals recommend

El Centenario17 locals recommend

Albee Beach17 locals recommend

Garwoods Restaurant29 locals recommend

Other great vacation rentals in Wolfeboro

Guest favorite

Condo in Gilford

4.9 out of 5 average rating, 126 reviews

Lake or Ski Condo, close to Gunstock and the Lake

Nov 25 – Dec 2

R2,170 ZAR per night

Guest favorite

Cottage in Alton

4.87 out of 5 average rating, 158 reviews

1 Bedroom Cottage w/Lake Winnipesaukee View/Access

Oct 5 – 12

R3,472 ZAR per night

Guest favorite

Guest suite in Meredith

4.93 out of 5 average rating, 472 reviews

Private entrance-Private room & bath-private patio

Oct 29 – Nov 5

R2,444 ZAR per night

Guest favorite

Home in Wolfeboro

4.98 out of 5 average rating, 100 reviews

Experience Lake Life

Apr 13 – 20

R9,964 ZAR per night

Guest favorite

Cabin in Tamworth

4.9 out of 5 average rating, 437 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Jul 10 – 17

R3,513 ZAR per night

Guest favorite

Cottage in Wakefield

4.93 out of 5 average rating, 143 reviews

Lake View Cottage / Fenced in Yard

Sep 26 – Oct 3

R5,197 ZAR per night

Guest favorite

Cottage in Conway

4.95 out of 5 average rating, 281 reviews

20ft from the Water with Mountain View!

Jan 16 – 23

R3,611 ZAR per night

Guest favorite

Cottage in Gilmanton

4.97 out of 5 average rating, 202 reviews

Cozy Cottage Near Crystal Lake

Oct 3 – 10

R3,057 ZAR per night

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Wolfeboro house rentals

Guest favorite

Home in Wolfeboro

4.86 out of 5 average rating, 109 reviews

Cute little home belovedly named "The Pigpen"

Jun 22 – 29

R7,012 ZAR per night

Superhost

Home in Wolfeboro

4.88 out of 5 average rating, 189 reviews

Mountain Views & Animals near Winnipesaukee!

Jan 13 – 20

R6,144 ZAR per night

Guest favorite

Home in Acton

4.98 out of 5 average rating, 126 reviews

The ZEN welcomes you, your home away from home.

Aug 22 – 29

R4,253 ZAR per night

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 359 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Oct 13 – 20

R3,476 ZAR per night

Guest favorite

Home in Albany

4.81 out of 5 average rating, 371 reviews

Cozy Guest Suite in White Mountain National Forest

Sep 10 – 17

R1,427 ZAR per night

Guest favorite

Home in Cornish

4.97 out of 5 average rating, 115 reviews

The Watson House

Sep 9 – 16

R3,020 ZAR per night

Guest favorite

Home in Gilmanton

4.98 out of 5 average rating, 104 reviews

Unique Artist Studio Home with Mountain View!

Oct 23 – 30

R3,722 ZAR per night

Guest favorite

Home in Tilton

4.94 out of 5 average rating, 421 reviews

Timothy House

Nov 28 – Dec 5

R2,714 ZAR per night

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Wolfeboro fishing house rentals

Guest favorite

Home in Lebanon

4.89 out of 5 average rating, 133 reviews

Luxury Cottage Getaway with semi-private beach

May 19 – 26

R3,283 ZAR per night

Guest favorite

Home in Alton

4.94 out of 5 average rating, 115 reviews

WATERFRONT Mountain View Getaway

Nov 23 – 30

R8,736 ZAR per night

Superhost

Home in Meredith

4.79 out of 5 average rating, 168 reviews

LAKE FUN!: Sleeps 8, w/Beach rights in Meredith.

Feb 21 – 28

R3,287 ZAR per night

Guest favorite

Home in Middleton

4.95 out of 5 average rating, 107 reviews

Blue Breeze - Spacious lakefront w/ private beach

Sep 8 – 15

R19,665 ZAR per night

Superhost

Home in Laconia

4.93 out of 5 average rating, 208 reviews

Riverfront W Kayaks & Firepit Downtown

May 15 – 22

R6,689 ZAR per night

Guest favorite

Home in Wakefield

4.98 out of 5 average rating, 129 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Jan 1 – 8

R19,187 ZAR per night

Guest favorite

Home in Tilton

4.91 out of 5 average rating, 173 reviews

A Peaceful Lake House by Winnisquam

Sep 11 – 18

R4,336 ZAR per night

Guest favorite

Home in Limerick

4.94 out of 5 average rating, 101 reviews

Lakefront Getaway

Feb 4 – 11

R3,353 ZAR per night

Show all

Quick stats about vacation rentals in Wolfeboro

Total rentals
200 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
70 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
6.6K reviews
Nightly prices starting at
R761 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wolfeboro?
Yes! Work meets play with ease at over 70 vacation rentals in Wolfeboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wolfeboro?
Four-legged friends are welcome in Wolfeboro. Choose from more than 70 vacation rentals for guests traveling with pets.
Do cabin rentals in Wolfeboro have a bbq area?
Absolutely! We offer over 20 cabin rentals with a bbq area in Wolfeboro. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Wolfeboro have wifi?
Absolutely! We offer over 20 cabin rentals with wifi in Wolfeboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cabin rentals in Wolfeboro?
Wolfeboro has more than 10 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in condo rentals in Wolfeboro?
Experience the best of Wolfeboro with our condo rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Wolfeboro vacation rentals

Top-rated vacation rentals in Wolfeboro

Vacation rentals for every style

Houses

Cabins

Cottages

Popular amenities for Wolfeboro vacation rentals

Stay near Wolfeboro's top sights

Other great vacation rentals in Wolfeboro

Condo in Gilford

Cottage in Alton

Guest suite in Meredith

Home in Wolfeboro

Cabin in Tamworth

Cottage in Wakefield

Cottage in Conway

Cottage in Gilmanton

Wolfeboro house rentals

Home in Wolfeboro

Home in Wolfeboro

Home in Acton

Home in Hollis

Home in Albany

Home in Cornish

Home in Gilmanton

Home in Tilton

Wolfeboro fishing house rentals

Home in Lebanon

Home in Alton

Home in Meredith

Home in Middleton

Home in Laconia

Home in Wakefield

Home in Tilton

Home in Limerick

Quick stats about vacation rentals in Wolfeboro

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wolfeboro?

Are there pet-friendly vacation rentals in Wolfeboro?

Do cabin rentals in Wolfeboro have a bbq area?

Do cabin rentals in Wolfeboro have wifi?

Are there family-friendly cabin rentals in Wolfeboro?

How much does it cost to stay in condo rentals in Wolfeboro?

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