Wakefield vacation rentals

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Top-rated vacation rentals in Wakefield

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

Sep 23 – 30

R2,370 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 1 – 8

R2,788 ZAR per night

Guest favorite

Cottage in Alton

4.87 out of 5 average rating, 157 reviews

1 Bedroom Cottage w/Lake Winnipesaukee View/Access

Quaint 1 bedroom cottage w/views of Lake Winnipesaukee available year-round. Our deck is literally on Lake Winnipesaukee and a 3 minute walk from the cottage. Here you will be able to enjoy gorgeous views, participate in lake activities such as swimming off our dock, using our kayaks, diving board, etc. The public beach is steps away, along with restaurants, ice cream, water sport rentals, mini-golf & entertainment. Perfect for couples or small family & is pet friendly. Cottage has heat & AC.

Dec 8 – 15

R2,545 ZAR per night

Guest favorite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Experience the glory of the seasons from our newly remodeled studio apartment nestled in the woods of New Hampshire’s White Mountains. The apartment has its own private entrance, clean, modern furnishings with a soft contemporary color scheme. We live at the end of a 2.8 mile state designated scenic dirt/gravel road, on 50 acres with a beaver pond, relaxing spaces and colorful gardens. All of this is within 20 minutes of North Conway's shopping and its' majestic mountains, lakes and rivers.

Dec 12 – 19

R2,333 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.

Sep 1 – 8

R1,812 ZAR per night

Superhost

Apartment in Porter

4.86 out of 5 average rating, 318 reviews

The Carriage House Apartment

A unique and inviting second floor apartment. Located in what was originally a carriage repair shop. Renovated into living space, the apartment offers a comfortable living room with high ceilings and exposed beams. A well equipped kitchen area, bedroom with two double beds and full bathroom. Our beautiful area offers a variety of activities including a scenic town beach a short walk down the road, hiking trails for all level, antique shops, great restaurants, seasonal fairs, and orchards.

Jan 6 – 13

R2,326 ZAR per night

Guest favorite

Guesthouse in Acton

4.96 out of 5 average rating, 224 reviews

The LOTUS welcomes you, your home away from home

The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna (extra $111 per day) heated outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding will let you get some much needed rest. Enjoy walks on our 12 ac property or any of the lakes near by for any kind of year round outdoor experience. Welcome :)

Sep 12 – 19

R4,123 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.

Nov 22 – 29

R3,248 ZAR per night

Guest favorite

Cabin in Wakefield

4.98 out of 5 average rating, 219 reviews

Beautiful Log Cabin on Belleau Lake -2900 sqft!

Nestled among pine trees and with views of the lake it is the epitome of R&R. The log cabin is family & dog friendly with an open concept main floor; 3 levels of living space (2900 sq feet). Perfect spot for large families looking to share a vacation without compromising privacy, while also perfect for a getaway for 2! With year round activities for the whole family, it's the perfect place to create lasting memories! 10% OFF WEEKLY 7 NIGHT STAYS or more!

Jan 6 – 13

R7,987 ZAR per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 138 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

R6,721 ZAR per night

Guest favorite

Cottage in Wakefield

4.93 out of 5 average rating, 142 reviews

Lake View Cottage / Fenced in Yard

Discover NH’s charm in our family-friendly cottage: Highlights: • Family and Pet-Friendly • Bright, recently renovated • Stunning lake views in a fantastic neighborhood Convenient Location: • Prime spot across from the lake • Use the boat launch for easy lake access Outdoor Adventures: • Ideal for fishing • Bring your own kayak or boat Winter Note: • Fenced yard may be inaccessible in winter.

Nov 4 – 11

R3,152 ZAR per night

Guest favorite

Home in Lebanon

4.96 out of 5 average rating, 239 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

Mar 3 – 10

R2,589 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wakefield vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wakefield's top sights

Poor People's Pub33 locals recommend

Miss Wakefield Diner & Gracie's Country Store16 locals recommend

Tumbledown Café23 locals recommend

Lino's9 locals recommend

Lovell Lake Food Center18 locals recommend

Knotty Pine Grill & Tavern12 locals recommend

Other great vacation rentals in Wakefield

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 119 reviews

Riverpine Retreat - clean&bright waterfront home

Jun 8 – 15

R2,577 ZAR per night

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 357 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Sep 24 – Oct 1

R3,493 ZAR per night

Guest favorite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

May 25 – Jun 1

R2,269 ZAR per night

Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 418 reviews

Mountain View Studio

Sep 18 – 25

R2,333 ZAR per night

Guest favorite

Guest suite in Meredith

4.9 out of 5 average rating, 232 reviews

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

Aug 9 – 16

R2,130 ZAR per night

Guest favorite

Condo in Gilford

4.9 out of 5 average rating, 125 reviews

Lake or Ski Condo, close to Gunstock and the Lake

Dec 9 – 16

R2,226 ZAR per night

Guest favorite

Apartment in Wakefield

5.0 out of 5 average rating, 56 reviews

Clean, quaint studio apartment on small farm

Apr 28 – May 5

R1,713 ZAR per night

Guest favorite

Treehouse in Wakefield

4.96 out of 5 average rating, 68 reviews

Small tree house with Zip-line and Rope-Swing

Jun 9 – 16

R842 ZAR per night

Show all

Other great vacation rentals in Wakefield

Guest favorite

Home in Wakefield

4.95 out of 5 average rating, 83 reviews

Spacious Belleau Lake House Amongst the Trees

Feb 18 – 25

R5,101 ZAR per night

Superhost

Home in Wakefield

4.81 out of 5 average rating, 32 reviews

Trails +Tails 603 - Onsite Private Dog Park!

Feb 6 – 13

R4,103 ZAR per night

Guest favorite

Camper/RV in Milton

4.93 out of 5 average rating, 40 reviews

Retro Camper on farm property in Lakes Region, NH

Oct 18 – 25

R1,943 ZAR per night

Guest favorite

Cabin in Wakefield

4.95 out of 5 average rating, 20 reviews

Lakeside cabin in the woods

Mar 29 – Apr 5

R8,058 ZAR per night

Guest favorite

Guest suite in Wolfeboro

4.83 out of 5 average rating, 99 reviews

Downtown, Cozy, Cute, and Convenient!

Dec 8 – 15

R1,979 ZAR per night

Guest favorite

Home in Wakefield

4.87 out of 5 average rating, 15 reviews

Breathtaking 3 bedroom home on Lovell Lake

Nov 11 – 18

R8,960 ZAR per night

Guest favorite

Home in Wakefield

5.0 out of 5 average rating, 9 reviews

Modern Lakefront Cabin (Pet Friendly, King Beds)

Oct 7 – 14

R15,585 ZAR per night

Guest favorite

Home in Wakefield

4.88 out of 5 average rating, 42 reviews

Picnic Table Barge | Hot Tub | PVT Beach | Dock

Sep 24 – Oct 1

R17,961 ZAR per night

Show all

Quick stats about vacation rentals in Wakefield

Total rentals
80 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
R1,148 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wakefield?
Yes! Work meets play with ease at over 40 vacation rentals in Wakefield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wakefield?
Four-legged friends are welcome in Wakefield. Choose from more than 40 vacation rentals for guests traveling with pets.
Are there family-friendly cottage rentals in Wakefield?
Wakefield has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Wakefield have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Wakefield. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Wakefield?
Experience the best of Wakefield with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Wakefield have wireless internet?
Absolutely! We offer over 10 cottage rentals with wireless internet in Wakefield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wakefield have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Wakefield. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Wakefield?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wireless internet, over 30 homes with a bbq area, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Wakefield vacation rentals

Top-rated vacation rentals in Wakefield

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Wakefield vacation rentals

Stay near Wakefield's top sights

Other great vacation rentals in Wakefield

Cottage in Parsonsfield

Home in Hollis

Cottage in Brownfield

Guest suite in Conway

Guest suite in Meredith

Condo in Gilford

Apartment in Wakefield

Treehouse in Wakefield

Other great vacation rentals in Wakefield

Home in Wakefield

Home in Wakefield

Camper/RV in Milton

Cabin in Wakefield

Guest suite in Wolfeboro

Home in Wakefield

Home in Wakefield

Home in Wakefield

Quick stats about vacation rentals in Wakefield

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 Wakefield?

Are there pet-friendly vacation rentals in Wakefield?

Are there family-friendly cottage rentals in Wakefield?

Do house rentals in Wakefield have a bbq area?

How much does it cost to stay in house rentals in Wakefield?

Do cottage rentals in Wakefield have wireless internet?

Do house rentals in Wakefield have air conditioning?

What are the most popular amenities for House Rentals in Wakefield?

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