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

Jan 18 – 25

G$22,880 GYD 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.

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.

Sep 10 – 17

G$44,783 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.

Sep 18 – 23

G$25,689 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$30,367 GYD 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.

Nov 18 – 25

G$28,851 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.

Nov 22 – 29

G$19,740 GYD per night

Guest favorite

Home in Lebanon

4.96 out of 5 average rating, 163 reviews

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.

Mar 30 – Apr 6

G$24,975 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.

Mar 17 – 24

G$35,379 GYD per night

Guest favorite

Chalet in New Durham

4.96 out of 5 average rating, 144 reviews

Mountainside home w/ gas fireplace, deck & views

This mountainside chalet offers guests cozy cabin vibes with modern amenities, comfortable furnishings, & seasonally updated décor. Enjoy the beautiful sunset/mountain views off our huge deck, the indoor gas fireplace (on/off switch!), or the crackle of an outdoor bonfire. Retreat back here after a day of exploring the adorable town of Wolfeboro, Lake Winnipesaukee, or the surrounding mountains. 2 well-behaved dogs are welcome with pet fee. IG: @thenewhampshiregetaway

May 11 – 18

G$40,914 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 20 – 27

G$95,996 GYD 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

G$73,220 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.

Sep 10 – 17

G$56,907 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

Apartment in Laconia

4.96 out of 5 average rating, 767 reviews

Cute Apartment on Quiet Street

Dec 2 – 9

G$20,260 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$24,723 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 10 – 17

G$38,057 GYD per night

Superhost

Apartment in Porter

4.86 out of 5 average rating, 318 reviews

The Carriage House Apartment

Nov 8 – 15

G$24,203 GYD per night

Guest favorite

Apartment in Campton

4.92 out of 5 average rating, 166 reviews

White Mountain is a Special Place

Sep 15 – 22

G$19,476 GYD per night

Guest favorite

Guesthouse in Conway

4.97 out of 5 average rating, 123 reviews

Private, quiet contemporary studio apartment.

Oct 30 – Nov 6

G$25,419 GYD per night

Guest favorite

Guesthouse in Belmont

4.99 out of 5 average rating, 200 reviews

Charming Pool/Garden Guest House

Feb 15 – 22

G$28,221 GYD per night

Guest favorite

Apartment in Wakefield

5.0 out of 5 average rating, 56 reviews

Clean, quaint studio apartment on small farm

Nov 1 – 8

G$19,626 GYD per night

Show all

Other great vacation rentals in Wakefield

Guest favorite

Camper/RV in Milton

4.93 out of 5 average rating, 40 reviews

Retro Camper on farm property in Lakes Region, NH

Jan 3 – 10

G$21,169 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 9 – 16

G$71,076 GYD per night

Guest favorite

Guest suite in Lebanon

5.0 out of 5 average rating, 88 reviews

Rustic Rose Cottage of Historic West Lebanon

Sep 7 – 14

G$25,112 GYD per night

Guest favorite

Guest suite in Wolfeboro

4.83 out of 5 average rating, 99 reviews

Downtown, Cozy, Cute, and Convenient!

Oct 29 – Nov 5

G$21,372 GYD per night

Guest favorite

Cabin in Wakefield

4.95 out of 5 average rating, 20 reviews

Lakeside cabin in the woods

Apr 2 – 9

G$87,787 GYD per night

Guest favorite

Home in Wakefield

4.88 out of 5 average rating, 42 reviews

Picnic Table Barge | Hot Tub | PVT Beach | Dock

Jun 10 – 17

G$159,317 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$119,831 GYD per night

Guest favorite

Home in Wakefield

5.0 out of 5 average rating, 5 reviews

Lake retreat, snowmobile, ice fishing, hot tub

Sep 11 – 18

G$101,088 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$12,506 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

Apartment in Laconia

Cottage in Brownfield

Home in Hollis

Apartment in Porter

Apartment in Campton

Guesthouse in Conway

Guesthouse in Belmont

Apartment in Wakefield

Other great vacation rentals in Wakefield

Camper/RV in Milton

Home in Wakefield

Guest suite in Lebanon

Guest suite in Wolfeboro

Cabin in Wakefield

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 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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