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 11 – 18

G$22,695 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$25,228 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$30,386 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.

Mar 30 – Apr 6

G$25,435 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.

Oct 24 – 31

G$19,752 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 :)

Dec 4 – 11

G$43,554 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.

Dec 9 – 16

G$35,401 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!

Feb 26 – Mar 5

G$87,059 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$73,265 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 26 – Oct 3

G$56,942 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

Feb 26 – Mar 5

G$27,472 GYD per night

Guest favorite

Cabin in Lovell

4.97 out of 5 average rating, 254 reviews

Secluded, cozy cabin nestled in the Maine woods

Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking.

Dec 6 – 13

G$23,709 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

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

May 27 – Jun 3

G$24,738 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!

Sep 26 – Oct 3

G$17,863 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 13 – 20

G$38,080 GYD per night

Guest favorite

Guesthouse in Belmont

4.99 out of 5 average rating, 200 reviews

Charming Pool/Garden Guest House

May 25 – Jun 1

G$27,779 GYD per night

Superhost

Apartment in Porter

4.86 out of 5 average rating, 318 reviews

The Carriage House Apartment

Jul 15 – 22

G$25,411 GYD per night

Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 165 reviews

Barn on Pleasant-walk to town

May 15 – 22

G$28,611 GYD per night

Guest favorite

Apartment in Campton

4.92 out of 5 average rating, 166 reviews

White Mountain is a Special Place

Aug 23 – 30

G$19,488 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 28 – Dec 5

G$20,276 GYD per night

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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

Jul 9 – 16

G$21,182 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

Oct 19 – 26

G$66,421 GYD per night

Guest favorite

Cabin in Wakefield

4.95 out of 5 average rating, 20 reviews

Lakeside cabin in the woods

Nov 11 – 18

G$87,841 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$27,960 GYD per night

Guest favorite

Vacation home in Parsonsfield

4.94 out of 5 average rating, 16 reviews

Randall Lake Retreat private lake 3 bdrm, 1 bath

Nov 7 – 14

G$30,721 GYD per night

Guest favorite

Guest suite in Wolfeboro

4.83 out of 5 average rating, 99 reviews

Downtown, Cozy, Cute, and Convenient!

Apr 7 – 14

G$22,151 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$119,905 GYD per night

Guest favorite

Apartment in Alton

4.92 out of 5 average rating, 61 reviews

Downtown, Super Private & Cozy Loft Style Apt.

Oct 15 – 22

G$26,249 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$12,513 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

Cottage in Brownfield

Guest suite in Meredith

Home in Hollis

Guesthouse in Belmont

Apartment in Porter

Guest suite in Bridgton

Apartment in Campton

Apartment in Wakefield

Other great vacation rentals in Wakefield

Camper/RV in Milton

Cabin in Wakefield

Cabin in Wakefield

Guest suite in Lebanon

Vacation home in Parsonsfield

Guest suite in Wolfeboro

Home in Wakefield

Apartment in Alton

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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