Wakefield vacation rentals

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Top-rated vacation rentals in Wakefield

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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 9 – 16

G$23,884 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 has AC w/beach toys & 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, watch & participate in lake activities such as swimming off our dock or jumping off the diving board. 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.

Jan 11 – 18

G$27,987 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.

Aug 16 – 23

G$25,485 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.

Dec 3 – 10

G$19,791 GYD 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.

Dec 10 – 17

G$25,032 GYD per night

Guest favorite

Guesthouse in Acton

4.96 out of 5 average rating, 221 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 :)

Nov 29 – Dec 6

G$44,246 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 21 – 28

G$35,470 GYD per night

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 119 reviews

Riverpine Retreat - clean&bright waterfront home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Jun 8 – 15

G$28,052 GYD 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!

Nov 22 – 29

G$91,369 GYD per night

Superhost

Home in Wolfeboro

4.86 out of 5 average rating, 108 reviews

Cute little home belovedly named "The Pigpen"

The PigPen is a cozy home with quiet backyard in quaint Wolfeboro, NH. Don't let the nickname fool you, the home has recently been updated and is very clean and comfortable. The Master bedroom has a queen size bed and walk in closet. The rustic barnwood style door opens up to the living room and spacious kitchen. The loft is great for nestling down with a good book. Minutes to downtown Wolfeboro. The home has a great deck and screen room for relaxing.

Dec 6 – 13

G$39,639 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$73,409 GYD 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

Location and Amenities! 10 min from Gunstock, couple hundred yards from the Lake, 50 yards from Gilford concert stage and the back entrance. Access to Barefoot Beach, Lake Winnipesaukee, outdoor pool, tennis courts, grill high speed WiFi and more. 1 Bedroom studio and a pull out couch, sleeps 4 comfortably. Large bathroom and shower. Ski 10 min away or ice fish 150 yards away. Laconia Bike week only Minutes away! 1 Free parking spot.

Nov 15 – 22

G$24,371 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 Center18 locals recommend

Knotty Pine Grill & Tavern12 locals recommend

Other great vacation rentals in Wakefield

Guest favorite

Apartment in Tuftonboro

4.97 out of 5 average rating, 267 reviews

Apartment CenterTuftonboro minutes from Wolfeboro

Aug 16 – 23

G$38,286 GYD per night

Guest favorite

Apartment in Arundel

4.91 out of 5 average rating, 126 reviews

Ginger Hilltop

Mar 15 – 22

G$22,602 GYD per night

Guest favorite

Cabin in Lovell

4.98 out of 5 average rating, 253 reviews

Secluded, cozy cabin nestled in the Maine woods

Aug 1 – 8

G$23,756 GYD per night

Guest favorite

Apartment in Wakefield

5.0 out of 5 average rating, 56 reviews

Clean, quaint studio apartment on small farm

Oct 20 – 27

G$20,086 GYD per night

Guest favorite

Cottage in Wakefield

4.98 out of 5 average rating, 64 reviews

Gorgeous Romantic Lakefront Getaway

Oct 20 – 27

G$55,991 GYD per night

Guest favorite

Home in Wakefield

4.93 out of 5 average rating, 44 reviews

Cozy, Modern Retreat With Full Kitchen & Bar

Jul 24 – 31

G$63,390 GYD per night

Superhost

Home in Wakefield

4.81 out of 5 average rating, 32 reviews

Trails +Tails 603 - Onsite Private Dog Park!

Dec 2 – 9

G$42,126 GYD per night

Guest favorite

Cabin in Wakefield

5.0 out of 5 average rating, 32 reviews

Riverside Log Cabin Sanbornville NH

Jan 27 – Feb 3

G$47,828 GYD per night

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Other great vacation rentals in Wakefield

Guest favorite

Guest suite in Wolfeboro

4.83 out of 5 average rating, 99 reviews

Downtown, Cozy, Cute, and Convenient!

Nov 22 – 29

G$19,925 GYD per night

Superhost

Home in Wakefield

4.82 out of 5 average rating, 77 reviews

Pine River Pond

Jun 3 – 10

G$73,281 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 11 – 18

G$120,140 GYD per night

Guest favorite

Home in Wakefield

4.88 out of 5 average rating, 41 reviews

Picnic Table Barge | Hot Tub | PVT Beach | Dock

Nov 24 – Dec 1

G$166,524 GYD per night

Guest favorite

Home in Wakefield

4.87 out of 5 average rating, 15 reviews

Breathtaking 3 bedroom home on Lovell Lake

Nov 7 – 14

G$97,859 GYD per night

Guest favorite

Home in Wakefield

5.0 out of 5 average rating, 5 reviews

Lake retreat, snowmobile, ice fishing, hot tub

Oct 13 – 20

G$101,349 GYD per night

Guest favorite

Home in Wakefield

5.0 out of 5 average rating, 7 reviews

Lakefront Retreat! Dog Friendly!

Sep 1 – 8

G$108,575 GYD per night

Guest favorite

Apartment in Alton

4.92 out of 5 average rating, 61 reviews

Downtown, Super Private & Cozy Loft Style Apt.

Sep 15 – 22

G$26,272 GYD per night

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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$12,538 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 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

Apartment in Tuftonboro

Apartment in Arundel

Cabin in Lovell

Apartment in Wakefield

Cottage in Wakefield

Home in Wakefield

Home in Wakefield

Cabin in Wakefield

Other great vacation rentals in Wakefield

Guest suite in Wolfeboro

Home in Wakefield

Home in Wakefield

Home in Wakefield

Home in Wakefield

Home in Wakefield

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 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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