Wakefield Holiday Rentals

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Wakefield holiday rentals

A tent with a bed, two chairs, and a small table on a wooden deck surrounded by trees.

1. Luxury Tent in New Hampshire-Tail-Tuckaway

Luxury Tent in New Hampshire-Tail-Tuckaway
Wakefield
10.0 out of 10, Exceptional, (2 reviews)
"Such an amazing experience, my partner and I stayed here while attending the Maine Renaissance faire in Acton (only 20 minutes away) and we couldn't have asked for a better experience! Definitely the most glamorous camping experience we've ever had haha, we can't wait to book again"
United States
Rebecca
The price is NZ$316
includes taxes & fees
15 Nov - 16 Nov
Luxury Tent in New Hampshire-Tail-Tuckaway
Property grounds

2. Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire

Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
East Wakefield
The price is NZ$357
includes taxes & fees
15 Nov - 16 Nov
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
A wooden sauna with a glass door, a shower area with shelves, and a red wall with a mirror.

3. Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
9.8 out of 10, Exceptional, (32 reviews)
"Everything was great. Very clean and comfortable! Thank you for a great place to stay. "
United States
Heather K.
The price is NZ$395
includes taxes & fees
16 Nov - 17 Nov
Rustic Rose Cottage of Historic West Lebanon
A house with a porch, surrounded by a garden with pink and yellow flowers.

4. Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath

Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
Wolfeboro
9.0 out of 10, Wonderful, (8 reviews)
"Great location & comfortable! "
United States
Jeanine L.
The price is NZ$302
includes taxes & fees
13 Nov - 14 Nov
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A bedroom with a large bed, a dining table, and chairs, a chandelier, and a window with curtains.

5. Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro

Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
Wolfeboro
The price is NZ$448
includes taxes & fees
7 Dec - 8 Dec
Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
A garden with a white pergola, red chairs, and pink flowers.

6. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Wolfeboro
9.6 out of 10, Exceptional, (14 reviews)
"Great place "
United States
Anonymous traveller
The price is NZ$309
includes taxes & fees
13 Nov - 14 Nov
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
Living area

7. Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (63 reviews)
"We loved staying at the Lotus. Every detail exceeded our expectations."
United States
Kim M.
The price is NZ$530
includes taxes & fees
16 Nov - 17 Nov
Lotus Spa, your home away from home
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

8. Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...

Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Alton
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay at the cozy cottage! The porch is very comfy and has great light. The beds were also very comfortable and kitchen was well stocked."
United States
Rebecca K.
The price is NZ$614
includes taxes & fees
15 Nov - 16 Nov
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A two-story house with a dark roof, multiple windows, and a porch with chairs.

9. Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available

Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Wolfeboro
7.2 out of 10, Good, (5 reviews)
"No way does this deserve a 10/10 rating. It’s fairly terrible and not deserving such a favorable rating. The pluses - great location, right on the lake. Adirondacks at sunset was heavenly. Super convenient. Wolfeboro is very cute. The shower has been nicely redone. The in-unit washer/dryer worked well and was very convenient. But the negatives are many. Lots of disrepair and terrible attention to detail. We got a spongy soft double bed. The listing says Queen bed. It’s not. We had badly stained...
United States
Brian L.
The price is NZ$492
includes taxes & fees
15 Nov - 16 Nov
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A deck with a view of a frozen lake and surrounding trees.

10. A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!

A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
Freedom
8.8 out of 10, Excellent, (36 reviews)
"Helen was very quick to answer any questions we had. The house was very clean and the bed was very comfortable!"
United States
Connie S.
The price is NZ$451
includes taxes & fees
19 Nov - 20 Nov
A little slice of paradise, in all 4 seasons. Private beach, Dock and Sunsets!!
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

11. Welcome to the Z E N

Welcome to the Z E N
Acton
9.6 out of 10, Exceptional, (20 reviews)
"This place was the perfect retreat!"
United States
Jennifer B.
The price is NZ$578
includes taxes & fees
17 Nov - 18 Nov
Welcome to the Z E N
A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

12. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
Gilford
9.8 out of 10, Exceptional, (35 reviews)
"Great location, specially for concerts or enjoying the beach. Some road noise."
United States
Estuardo
The price is NZ$488
includes taxes & fees
19 Nov - 20 Nov
Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort
A garden with a white pergola, red chairs, and pink flowers.

13. Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath

Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (6 reviews)
"It was very cute and clean, loved the outside area and would def be back again."
United States
Anais & Zach
The price is NZ$309
includes taxes & fees
14 Nov - 15 Nov
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
An aerial view of a coastal residential area with multiple houses, a beach, and a body of water.

14. 1 Bedroom Lake Winnipesaukee Condo

1 Bedroom Lake Winnipesaukee Condo
Gilford
9.6 out of 10, Exceptional, (32 reviews)
"Great experience"
United States
Radu
The price is NZ$465
includes taxes & fees
14 Nov - 15 Nov
1 Bedroom Lake Winnipesaukee Condo
A cozy interior of a yurt with a central wood-burning stove, a sofa, and a bed with floral bedding.

15. Ava Jade yurt nestled in the woods of Brownfield, Maine

Ava Jade yurt nestled in the woods of Brownfield, Maine
Brownfield
10.0 out of 10, Exceptional, (25 reviews)
"Great camping experience"
United States
Kathleen
The price is NZ$276
includes taxes & fees
20 Nov - 21 Nov
Ava Jade yurt nestled in the woods of Brownfield, Maine
A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

16. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (24 reviews)
"Cute cottage, convenient to town."
United States
c K.
The price is NZ$318
includes taxes & fees
13 Nov - 14 Nov
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A golf course with a pond, surrounded by trees with autumn foliage.

17. Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard

Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
Wolfeboro
9.8 out of 10, Exceptional, (10 reviews)
"Had a great time at the cottages at Wolfeboro. Nice and relaxing stay for 2 nights"
United States
Connie S.
The price is NZ$323
includes taxes & fees
17 Nov - 18 Nov
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A room with a sloped wooden ceiling, a chandelier, and large windows offering a view of a deck and trees.

18. Cozy Lakefront Chalet on Lake Arrowhead - Fire Pit & Ski Day Trips

Cozy Lakefront Chalet on Lake Arrowhead - Fire Pit & Ski Day Trips
Waterboro
10.0 out of 10, Exceptional, (1 review)
"Beautiful location! Great views of the lake from the windows and the deck. Clean and bright home with everything we could possibly need to enjoy our stay. We look forward to visiting again. We highly recommend staying here."
United States
David M.
The price is NZ$669
includes taxes & fees
24 Nov - 25 Nov
Cozy Lakefront Chalet on Lake Arrowhead - Fire Pit & Ski Day Trips
A yurt with a wooden porch and two Adirondack chairs, surrounded by a forest.

19. Allie Mae Yurt nestled in the woods

Allie Mae Yurt nestled in the woods
Brownfield
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful property! Comfortable and clean lodging. "
United States
Ian M.
The price is NZ$296
includes taxes & fees
19 Nov - 20 Nov
Allie Mae Yurt nestled in the woods
Living area

20. Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access

Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Newfield
10.0 out of 10, Exceptional, (5 reviews)
"I stayed here for the 4th of July weekend and had a wonderful time! You can really tell the host put a lot of thought and detail to every little thing on the inside and outside. There was a lot of nice features throughout like the hidden sauna, hot tub, fire pit, swinging chairs, etc. "
United States
Stephanie S.
The price is NZ$836
includes taxes & fees
19 Nov - 20 Nov
Welcome to THE NEST, HotTub/Sauna/Rock Haven Lake access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find holiday rentals that suit your style

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Top Wakefield Hotel Reviews

A beach with a lifeguard stand and a sandy area.
Lake Wentworth Inn

Lake Wentworth Inn

Lake Wentworth Inn
Wolfeboro

8/10 Good

Friendly staff and comfortable room.
Australia
Warren
Reviewed October 18, 2025
Lake Wentworth Inn

Find out more about Wakefield

Everything you need to know about Wakefield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wakefield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wakefield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wakefield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wakefield. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wakefield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wakefield holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wakefield rentals

At Expedia, we put the best Wakefield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wakefield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wakefield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wakefield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Wakefield?

Yes, there are holiday rentals close to the most popular sights in Wakefield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Wakefield has to offer?

Stunning lakefront home with a boathouse, private dock, firepit and lake views: This highly rated holiday home rental in Wakefield offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals will I find in Wakefield?

Expedia has 35 holiday rentals for your stay in Wakefield.

What can I see and do in Wakefield?

Lovell Lake and Great East Lake are a couple of lovely local spots to get outside and enjoy nature. Lake Ivanhoe and Balch Pond are other places to visit while you're in town.

What are holiday rentals like in Wakefield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wakefield. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.