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

Nov 19 – 26

G$24,200 GYD 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

G$25,219 GYD 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

G$30,375 GYD per night

Guest favorite

Cottage in Alton

4.87 out of 5 average rating, 158 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.

Feb 25 – Mar 4

G$29,827 GYD 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.

Apr 5 – 12

G$25,426 GYD 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.

Jul 7 – 14

G$20,816 GYD per night

Guest favorite

Guesthouse in Acton

4.96 out of 5 average rating, 225 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 :)

Apr 12 – 19

G$43,145 GYD 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 14 – 21

G$35,388 GYD per night

Guest favorite

Cabin in Wakefield

4.97 out of 5 average rating, 220 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!

Oct 28 – Nov 4

G$85,407 GYD 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

G$73,239 GYD per night

Guest favorite

Cottage in Wakefield

4.93 out of 5 average rating, 143 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.

Dec 24 – 31

G$36,741 GYD 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

Mar 11 – 18

G$28,210 GYD 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 Center17 locals recommend

Knotty Pine Grill & Tavern12 locals recommend

Other great vacation rentals in Wakefield

Guest favorite

Home in Lebanon

4.89 out of 5 average rating, 133 reviews

Luxury Cottage Getaway with semi-private beach

Mar 27 – Apr 3

G$35,961 GYD per night

Superhost

Apartment in Porter

4.86 out of 5 average rating, 318 reviews

The Carriage House Apartment

Mar 26 – Apr 2

G$23,965 GYD per night

Guest favorite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

May 27 – Jun 3

G$24,730 GYD per night

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 359 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Oct 12 – 19

G$38,067 GYD per night

Guest favorite

Guesthouse in Belmont

4.99 out of 5 average rating, 200 reviews

Charming Pool/Garden Guest House

May 24 – 31

G$27,769 GYD 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!

Oct 6 – 13

G$17,643 GYD per night

Guest favorite

Guest suite in Conway

5.0 out of 5 average rating, 256 reviews

CloverCroft - "Far from the madding crowd."

Jun 6 – 13

G$22,677 GYD per night

Guest favorite

Loft in Kennebunk

4.96 out of 5 average rating, 143 reviews

Private Modern Loft featured in Maine Home+Design

Dec 12 – 19

G$26,605 GYD 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

May 6 – 13

G$53,746 GYD per night

Guest favorite

Home in Wakefield

4.93 out of 5 average rating, 44 reviews

Cozy, Modern Retreat With Full Kitchen & Bar

Oct 10 – 17

G$71,324 GYD 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

Feb 3 – 10

G$21,174 GYD per night

Guest favorite

Cabin in Wakefield

5.0 out of 5 average rating, 41 reviews

COZY CABIN | on Balch Lake, Pool table, Arcade

Jan 12 – 19

G$66,398 GYD per night

Guest favorite

Cabin in Wakefield

4.95 out of 5 average rating, 20 reviews

Lakeside cabin in the woods

Nov 10 – 17

G$87,810 GYD per night

Guest favorite

Guest suite in Wolfeboro

4.83 out of 5 average rating, 99 reviews

Downtown, Cozy, Cute, and Convenient!

Sep 17 – 24

G$22,143 GYD per night

Guest favorite

Guest suite in Lebanon

5.0 out of 5 average rating, 89 reviews

Rustic Rose Cottage of Historic West Lebanon

Sep 15 – 22

G$27,950 GYD per night

Guest favorite

Home in Wakefield

5.0 out of 5 average rating, 9 reviews

Modern Lakefront Cabin (Pet Friendly, King Beds)

Nov 25 – Dec 2

G$119,863 GYD 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
G$12,509 GYD 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 cabin rentals in Wakefield?
Wakefield has more than 10 family-friendly cabin 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 cabin rentals in Wakefield have wireless internet?
Absolutely! We offer over 10 cabin 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 Cabin Rentals in Wakefield?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wireless internet, 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

Home in Lebanon

Apartment in Porter

Cottage in Brownfield

Home in Hollis

Guesthouse in Belmont

Guest suite in Meredith

Guest suite in Conway

Loft in Kennebunk

Other great vacation rentals in Wakefield

Home in Wakefield

Home in Wakefield

Camper/RV in Milton

Cabin in Wakefield

Cabin in Wakefield

Guest suite in Wolfeboro

Guest suite in Lebanon

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 cabin 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 cabin rentals in Wakefield have wireless internet?

Do house rentals in Wakefield have air conditioning?

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

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