Holiday rentals in Wakefield

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Top-rated holiday rentals in Wakefield

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

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Top guest favourite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 121 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

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Top guest favourite
The open-concept living area features a sleek gray sofa with decorative pillows and a spacious wooden dining table. Natural light floods the room through large windows, while a wall-mounted TV enhances the entertainment options. The warm wooden ceiling adds a cozy touch.
Cottage in Wakefield
4.99 out of 5 average rating, 106 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.

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Top guest favourite
The studio apartment features a queen size bed with a striped duvet and two large leather chairs. A wooden desk is positioned near a window, while the warm wooden floor adds to the inviting feel of the space.
Flat 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.

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Top guest favourite
A white horse stands calmly behind a white wooden fence, with verdant green grass surrounding it. The background consists of lush trees, contributing to a serene rural landscape. Soft sunlight illuminates the scene, highlighting the horse's graceful form.
Guest house in Wakefield
4.99 out of 5 average rating, 95 reviews

Peaceful Summertime Retreat: Private Horse Farm

Gorgeous foliage views from the big bay window. A nice 1 mile walking trail. A full kitchen to make homemade meals. A large TV to settle in and relax. A workspace if needed. Laundry. Extra space could be used for storage/air mattress/kid space. Come experience farm life and let us know if you want a visit with any of the animals. Horses, chickens & dogs. Our place is a perfect getaway for a couple or small family. Escape the busy city noise. Relax at our firepit and check out the stars

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Top guest favourite
A serene view of Belleau Lake is presented from the balcony, where outdoor seating is arranged. Lush green trees frame the water, and a private beach area with a dock is visible in the background, contributing to a peaceful outdoor ambiance.
Home in Wakefield
5 out of 5 average rating, 42 reviews

Lakefront Beauty with Private Beach

Welcome to Lake A Dream, our beautiful waterfront home with private sandy beach on Belleau Lake. Perfect for couples, friends, and families. It offers indoor-outdoor living, open concept main level, game room, and more! Enjoy your morning coffee on the balcony taking in lake views, explore the lake on kayaks or paddle boards and roast marshmallows under the stars. In the winter, stay active skating, snowmobiling or cozy up by the fireplace. Have fun no matter the season!

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Top guest favourite
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!

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Top guest favourite
Home in Wakefield
5 out of 5 average rating, 13 reviews

Renovated Luxury Lakefront w/ Beach/Dock/firepit

Whether you're seeking a peaceful escape or an adventure-filled lake getaway, this home has it all! Enjoy 90+ feet of private beach—perfect for swimming, boating, fishing, or relaxing. The spacious backyard with fire pit and grill is perfect for cozy evening gatherings with friends and family. Just a short drive to hiking, skiing, North Conway shops, and Wolfeboro center. Steps from snowmobile trails. Inside, unwind in a newly renovated, modern lakefront home.

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Top guest favourite
The charming exterior of a new cottage is showcased, featuring a front porch with two rocking chairs. A warm yellow lamp on a side table adds to the welcoming vibe. The façade includes natural wood siding and a standing seam metal roof, set against a backdrop of autumn leaves.
Flat in Wakefield
4.97 out of 5 average rating, 31 reviews

The Country Cottage in Sanbornville

Your family will be close to a majority of popular NH attractions while staying at the cottage. The cottage is totally separate and brand new as of 2023, attached to our old farmhouse circa 1789 in the beautiful lakes region. It’s a perfect place for couples, small families or traveling nurses/doctors. We are 10 minutes from several beaches including lake winnipsaukee and close to the mountains. There are several hiking trails within minutes from our home.

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Guest favourite
A serene lakeside scene is captured during sunrise, with soft pastel colors reflected on the calm water. The rising sun casts warm golden rays, creating a peaceful ambiance. Silhouettes of distant trees are outlined against the vibrant sky, enhancing the tranquil setting.
Home in Wakefield
4.91 out of 5 average rating, 11 reviews

4 Bedroom home with lake access

Home with wraparound deck, peaceful surroundings, access to private dock (bring your boat!) and shared association beach. Great family getaway on its own or as overflow for your large group if you are interested in our other properties which include the abutting property with heated, saltwater pool (see links to other properties in notes) - all within walking (5min) or quick drive (1min) away distance. Enjoy all four seasons at this special property!

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Top guest favourite
Dome in Sutton
4.96 out of 5 average rating, 151 reviews

Luxury Glamping NH - Geodome Sanctuary

Escape to a private luxury sanctuary retreat tucked behind a charming Christmas tree farm in Sutton, New Hampshire. This adults-only geodome features a private hot tub, wood-fired cedar sauna, cold plunge, and fire pit beneath a sky full of stars. Created for couples seeking rest, connection, and renewal, it’s the perfect place to slow down, reconnect, and experience the beauty of New Hampshire. Just 90 minutes from Boston, yet a world away.

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Top guest favourite
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.

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Guest favourite
A spacious living area features a large sectional sofa adorned with decorative pillows. A mural of mountains and a lake provides a scenic backdrop. Natural light fills the room through a large window with sheer curtains, complemented by light wooden flooring and a textured area rug.
Cottage in Wakefield
4.93 out of 5 average rating, 216 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.

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Popular amenities for Wakefield holiday rentals

When is the best time to visit Wakefield?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹23,587₹24,624₹19,247₹20,379₹24,341₹28,209₹29,719₹31,417₹24,341₹26,228₹25,473₹24,624
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 20 homes with a bbq area, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Wakefield

  • Total holiday rentals

    Explore 90 holiday rentals in Wakefield

  • Nightly prices starting at

    Wakefield holiday rentals start at ₹4,717 per night before taxes and fees

  • Verified guest reviews

    Over 3,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    80 of Wakefield holiday rentals include wifi 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!