Vacation rentals in Wakefield

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Top-rated vacation rentals in Wakefield

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

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Guest favorite
A hot tub is positioned on a wooden deck, overlooking expansive views of rolling hills and a tranquil pond. The sky displays a blend of soft colors during sunset, creating a serene atmosphere. Nearby, outdoor chairs are visible, inviting relaxation.
Home in Harrison
4.89 out of 5 average rating, 349 reviews

Privacy, River, Pond, A frame Hot Tub EPIC Views,

14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Top guest favorite
The outdoor waterfront area features sandy beach access with chaise lounges and two offset umbrellas providing shade. Colorful kayaks are positioned nearby, and a landscaped garden adds greenery to the setting. The rustic steps lead up to the Carriage House, surrounded by trees.
Cottage in Wakefield
4.99 out of 5 average rating, 105 reviews

Gorgeous Romantic Lakefront Getaway

Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Top guest favorite
A wooden treehouse with large windows and a spiral staircase is surrounded by lush green trees. The structure is elevated, allowing for a view of the forest floor, which is covered in natural earth tones from fallen leaves and pine needles.
Treehouse in Sanford
4.91 out of 5 average rating, 589 reviews

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Top guest favorite
A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.
Cottage in Acton
4.99 out of 5 average rating, 171 reviews

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

Guest favorite
A wooden deck provides a view of the serene lake, framed by tall trees. A round glass table is surrounded by six chairs, offering an inviting space for gathering. The tranquil water reflects the surrounding greenery, creating a peaceful outdoor setting.
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
Apartment in Wakefield
4.98 out of 5 average rating, 115 reviews

Clean, quaint studio apartment on small farm

Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

Top guest favorite
A hammock is suspended between two trees by the lake, inviting relaxation by the water. Two simple adirondack chairs sit on the sandy ground, offering a place to enjoy the serene view. A canoe is positioned nearby on the shore, surrounded by a natural landscape.
Cottage in Middleton
4.97 out of 5 average rating, 172 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.

Top guest favorite
Home in Acton
4.96 out of 5 average rating, 378 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 cozy retro camper is softly illuminated at dusk, surrounded by trees. A fire pit with glowing embers sits in front, accompanied by two folding chairs. Warm lights adorn the camper, enhancing its welcoming ambiance in the tranquil outdoor setting.
Camper/RV in Milton
4.92 out of 5 average rating, 113 reviews

Retro Camper on farm property in Lakes Region, NH

Come experience this beautifully restored 1969 retro camper in a rural wooded setting. Located in the lakes region, it is close to hiking, swimming, apple orchards, as well as popular restaurants. Only 1 hr from Portland and 1.5 hrs from Boston. The camper is on a private and quiet 7-acre farm. The camper has a toilet, very small shower, sink, cooktop, fridge, and small microwave. The camper is very small w a tiny bathroom but cozy and comfortable. LGBTQ+ friendly.

Top guest favorite
Home in Wakefield
4.98 out of 5 average rating, 204 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
A modern cabin structure is surrounded by trees, featuring large glass walls that reflect the evening sky. Warm lights illuminate the deck, highlighting the inviting outdoor space with comfortable seating. A cozy ambiance is created by the gentle glow against the natural surroundings.
Home in South Berwick
5 out of 5 average rating, 134 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.

Guest favorite
A cozy hanging chair, featuring a geometric design, is positioned in a sunlit corner. Two soft cushions in yellow provide a comfortable seating option. Large windows allow natural light to fill the space, with a view of snow-covered ground visible outside.
Cottage in Wakefield
4.93 out of 5 average rating, 214 reviews

Lake View Cottage / Fenced in Yard / Pet Friendly

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.

Popular amenities for Wakefield vacation rentals

When is the best time to visit Wakefield?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 4,064 ZARR 4,242 ZARR 3,316 ZARR 3,511 ZARR 4,194 ZARR 4,860 ZARR 5,120 ZARR 5,413 ZARR 4,194 ZARR 4,519 ZARR 4,389 ZARR 4,242 ZAR
Avg. temp-5°C-3°C1°C7°C13°C18°C21°C20°C16°C10°C4°C-1°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Wakefield?

    Four-legged friends are welcome in Wakefield. Choose from more than 50 vacation rentals for guests traveling with pets.

  • 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 family-friendly vacation rentals in Wakefield?

    Wakefield has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Wakefield?

    Experience the best of Wakefield with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wakefield have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Wakefield have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi in Wakefield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wakefield have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area 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 air conditioning, over 60 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Wakefield

  • Total vacation rentals

    Explore 90 vacation rentals in Wakefield

  • Nightly prices starting at

    Wakefield vacation rentals start at R 813 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 3,110 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Wakefield vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Wakefield rentals

  • 4.9 Average rating

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