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House vacation rentals in Wakefield

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Top-rated house rentals in Wakefield

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite
A cabin with a spacious deck overlooks a natural setting. The structure features large windows and a bright red umbrella set over a wooden table. Surrounding green trees and shrubs create a serene environment, while a canoe rests nearby on the ground.
Home in Wolfeboro
4.99 out of 5 average rating, 136 reviews

Tranquil Pondside Retreat

Welcome to this clean, bright, airy cabin with floor-to-ceiling windows and stunning views of Sargent's Pond in all seasons. At 62 acres and with just twelve homes, Sargent's Pond is the perfect place for simpler pursuits and peace and quiet. Enjoy two comfortable double bedrooms, a pull-out sofa in the living room, a bathroom with tub, washer, and dryer, a fully equipped kitchen with dishwasher, Wifi, bluetooth stereo system (bring your vinyl!), and Smart TV. Enjoy dining and relaxing on the spacious deck with commanding water views, and for the little ones, swinging and sliding on the swing set. Above the garage is a recreation room with a ping pong table as well as a smashing children's playroom filled with toys, board games, puzzles, and books. Enjoy the TV/ DVD player with a variety of favorite kids' flicks. Perfect for rainy days or down time, this extra living space is sure to please kids and adults alike! Please note that a pack-and-play, toddler mattress, and toddler high chair are available upon request.

Guest favorite
A modern, dark-finished cabin is shown from the side, featuring large windows and a welcoming front porch. The surrounding area is wooded, with tall trees providing natural shade. A gravel driveway leads up to the cabin, enhancing its approachable charm.
Home in Wakefield
4.81 out of 5 average rating, 108 reviews

Pine River Pond

Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

Top guest favorite
The living area features a blend of comfortable seating, including a dark brown recliner and a soft sofa. A wooden coffee table is centrally placed, adorned with decorative items. Natural light illuminates the space, complemented by neutral walls and subtle décor.
Home in Lebanon
4.95 out of 5 average rating, 341 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.

Guest favorite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 187 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Top guest favorite
A spacious dining area features a long wooden table set with a patterned tablecloth. Large windows frame the room, offering views of the surrounding greenery. A cozy armchair is positioned nearby, creating a warm and inviting space for gatherings.
Home in Gilmanton
4.97 out of 5 average rating, 141 reviews

Unique Country Retreat with Mountain Views!

Relax and enjoy this welcoming home, thoughtfully staged for your comfort and convenience. Whether you're visiting for a weekend getaway, family vacation, or business trip, you'll enjoy spacious living areas, comfortable furnishings, and all the amenities needed for a memorable stay. Centrally located in the Lakes Region attractions, it is an easy twenty-minute drive of Bank of NH Pavillion, Lake Winnipesaukee, Gunstock Mountain Resort, Loudon Speedway, Wolfeboro & much more.

Top guest favorite
Home in Whitefield
4.97 out of 5 average rating, 275 reviews

Sunny Waterfront Cottage at FarAway Pond

Spring Skiing! Sugar and Snow 20%discount! March is maple sugar and BIG snow season at Bretton Woods (only 20 min. away). This bright, wood lined cottage has all you need for a peaceful getaway-Hot Tub in private pavilion, Japanese soaking tub, (small) Heat/AC, +fast wifi. Cook in the kitchen or grill in the beach side pavilion. With 68 acres + miles of trails to a nearby state forest, this is the perfect base for peak-season skiing and serene winter adventure. Dogs welcomed!

Top guest favorite
Home in Acton
4.96 out of 5 average rating, 380 reviews

The LOTUS welcomes you, stay a while

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, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding and a single fold out foam mattress on the 1st floor, that was just finished as another relax area, with 70" TV, record player, hammock & hanging chair.

Top guest favorite
A serene view of the calm lake reflects the blue sky and surrounding pine trees, creating a peaceful atmosphere. A wooden dock extends into the water, offering a space for activities and relaxation.
Home in Wakefield
4.98 out of 5 average rating, 206 reviews

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Top guest favorite
The living area features a high, wooden ceiling with large windows that provide natural light and views of the surroundings. A stone fireplace is positioned centrally, flanked by comfortable seating. A dining area and modern kitchen appliances are visible in the background.
Home in Hebron
4.99 out of 5 average rating, 181 reviews

Luxurious Eagle Ridge Log Home at Newfound Lake

This stunning one of a kind log home, featured in Log Home Living Magazine, built in 2020 is located at the end of a tree lined driveway on 3.5 acres overlooking beautiful Newfound Lake, NH. This 1,586 Sq Ft home can house a MAX of 6 guests in 3 bedrooms. Amenities are 100 mbs Wi-Fi, TV, gas fireplace, gas grill, hot tub, whole house generator, central A/C, screened porch and huge patio. Parking pass to the private town beach that is less than 1/4 mile away.

Guest favorite
A cozy living room is presented with a comfortable dark leather sofa and a wooden coffee table. A stone fireplace is positioned against the wall, accompanied by natural light coming in from glass doors. A potted plant and a chair add to the inviting atmosphere.
Home in Wakefield
5 out of 5 average rating, 13 reviews

Beautiful, private, lake front, flat, sandy beach.

Each season offers relaxation & fun for everyone. Enjoy a private, sandy beach and access to clean water for swimming and lake adventures! Beach toys available (canoe, row boat, paddle boat, paddle board etc). This property contains everything you need to enjoy stress-free vacationing including all the necessities. Located close to trails for walking/snowmobiling (bring your own 4-wheelers or snowmobiles and enjoy Corridor 19 trails. Plenty of parking.

Top guest favorite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5 out of 5 average rating, 136 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top guest favorite
Home in Thornton
4.99 out of 5 average rating, 101 reviews

Big Blue Chalet - A Mountain View Getaway

This large, private home located in Thornton, NH, was built in 2023 with sweeping 180° views overlooking the White Mountains. Just minutes off I-93, the home remains quiet and secluded thanks to its elevated mountainside setting. Popular local destinations include: Owl's Nest Resort - 10 min Franconia Notch - 20 min Ice Castles - 20 min Loon Mt - 20 min Waterville Valley Ski Mt - 25 min Cannon Ski Mt - 30 min Squam Lake - 25 min

Popular amenities for Wakefield house rentals

When is the best time to visit Wakefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$60,207 GYDG$64,597 GYDG$51,636 GYDG$47,037 GYDG$62,297 GYDG$73,168 GYDG$87,801 GYDG$88,847 GYDG$65,224 GYDG$63,761 GYDG$58,534 GYDG$57,698 GYD
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Quick stats about house rentals in Wakefield

  • Total vacation rentals

    Explore 60 vacation rentals in Wakefield

  • Nightly prices starting at

    Wakefield vacation rentals start at G$18,815 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Wakefield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Wakefield rentals

  • 4.9 Average rating

    Wakefield stays are highly rated by guests—averaging 4.9 out of 5!