A large body of water with a small rocky island in the center.

Middleton Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middleton holiday rentals

A cozy bedroom with a wooden bed, nightstands, a dresser, and a built-in washing machine.

1. Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
9.8 out of 10, Exceptional, (31 reviews)
"Everything was great. Very clean and comfortable! Thank you for a great place to stay. "
United States
Heather K.
The price is HK$855
HK$1,770 total
includes taxes & fees
3 Nov - 4 Nov
Rustic Rose Cottage of Historic West Lebanon
Living area

2. 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 HK$1,616
HK$2,625 total
includes taxes & fees
16 Nov - 17 Nov
Lotus Spa, your home away from home
A garden with a white pergola, red chairs, and pink flowers.

3. 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 HK$1,158
HK$1,367 total
includes taxes & fees
3 Nov - 4 Nov
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A tent with a bed, two chairs, and a small table on a wooden deck surrounded by trees.

4. 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 HK$1,177
HK$1,387 total
includes taxes & fees
3 Nov - 4 Nov
Luxury Tent in New Hampshire-Tail-Tuckaway
A garden with a white pergola, red chairs, and pink flowers.

5. 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 HK$1,158
HK$1,367 total
includes taxes & fees
3 Nov - 4 Nov
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

6. 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 HK$1,567
HK$3,206 total
includes taxes & fees
3 Nov - 4 Nov
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

7. 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 HK$1,702
HK$2,728 total
includes taxes & fees
17 Nov - 18 Nov
Welcome to the Z E N
A lakeside property with a dock, a boat, and a house with a deck.

8. Perfect Modern Lake Front Retreat with Dock! Sleeps 4

Perfect Modern Lake Front Retreat with Dock! Sleeps 4
Alton
9.4 out of 10, Exceptional, (25 reviews)
"Everything was very good and the location was beautiful "
United States
Mark F.
The price is HK$1,192
HK$2,787 total
includes taxes & fees
15 Nov - 16 Nov
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
A cabin with a bunk bed, a window, and a patterned rug.

9. 1 of 2 Cozy Cabins on Sloaping Forested Land

1 of 2 Cozy Cabins on Sloaping Forested Land
Shapleigh
10.0 out of 10, Exceptional, (3 reviews)
"Everything was excellent!!"
United States
Maja R.
1 of 2 Cozy Cabins on Sloaping Forested Land
A lakeside property with a dock, a boat, and a house with a deck.

10. NEW Lakefront Escape Private Dock & Lake Views

NEW Lakefront Escape Private Dock & Lake Views
Alton
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful location. Lake was beautiful and bedroom was right on the water. Responsive host."
United States
Magdalena P.
The price is HK$1,561
HK$3,095 total
includes taxes & fees
16 Nov - 17 Nov
NEW Lakefront Escape Private Dock & Lake Views
A two-story house with a dark roof, multiple windows, and a porch with chairs.

11. 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 HK$1,114
HK$2,094 total
includes taxes & fees
3 Nov - 4 Nov
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
Property grounds

12. 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 HK$1,447
HK$1,584 total
includes taxes & fees
3 Nov - 4 Nov
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
A cabin with a wooden interior, a gray sofa with yellow cushions, a wooden bench, and a window with a view of trees and a snowy landscape.

13. New Lakefront Home sleeps 14 with dock.

New Lakefront Home sleeps 14 with dock.
Alton
8.6 out of 10, Excellent, (77 reviews)
"Plenty of parking, easy check in, plenty of sleeping areas and sitting areas. "
United States
Caroline M.
The price is HK$2,641
HK$5,441 total
includes taxes & fees
3 Nov - 4 Nov
New Lakefront Home sleeps 14 with dock.
A bedroom with a large bed, a dining table, and chairs, a chandelier, and a window with curtains.

14. 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 HK$1,169
HK$2,077 total
includes taxes & fees
4 Nov - 5 Nov
Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
A lake with clear water, a sandy beach, and a dock.

15. A quiet cove, the sunset and a sandy beach, on Lake Winnipesaukee

A quiet cove, the sunset and a sandy beach, on Lake Winnipesaukee
Alton
10.0 out of 10, Exceptional, (11 reviews)
"Our family had a wonderful visit to Lake Winnnipesaukee Cove Sandy Beach House.The owners were amazing and the property was perfect!!! Thank you for sharing your beautiful lake home with our family….we have amazing memories from our stay!"
United States
Cindy C.
The price is HK$5,491
HK$10,163 total
includes taxes & fees
3 Nov - 4 Nov
A quiet cove, the sunset and a sandy beach, on Lake Winnipesaukee
A modern room with a spiral staircase, large sliding glass doors to a lake, and a desk with a chair.

16. Siena/Naples 2 units Sleeps 8 with 2 Docks!

Siena/Naples 2 units Sleeps 8 with 2 Docks!
Alton
8.6 out of 10, Excellent, (4 reviews)
"Excellent property right on the water. Easy walk to downtown. Would book again!"
United States
chris P.
The price is HK$2,816
HK$5,188 total
includes taxes & fees
17 Nov - 18 Nov
Siena/Naples 2 units Sleeps 8 with 2 Docks!
A garden with a white pergola, red chairs, and pink flowers.

17. 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, (23 reviews)
"Cute cottage, convenient to town."
United States
c K.
The price is HK$1,196
HK$1,408 total
includes taxes & fees
3 Nov - 4 Nov
Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard
A garden with a white pergola, red chairs, and pink flowers.

18. 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, (9 reviews)
"Had a great time at the cottages at Wolfeboro. Nice and relaxing stay for 2 nights"
United States
Connie S.
The price is HK$1,214
HK$1,437 total
includes taxes & fees
3 Nov - 4 Nov
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A house with a porch, surrounded by a garden with pink and yellow flowers.

19. 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 HK$1,130
HK$1,336 total
includes taxes & fees
3 Nov - 4 Nov
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A cozy room with a large window, a sofa, a coffee table, and a wicker chair.

20. Locke Lake House

Locke Lake House
Barnstead
10.0 out of 10, Exceptional, (1 review)
"Perfect for our littles, the house is right on the water. Great location, clean house. We told the host we had trouble with AC they came over to install another window unit. My daughter got sick and they answered the phone immediately to suggest a local urgent care. Very responsible, respectful of our privacy and a lovely house. We would stay again."
United States
Jennifer L.
The price is HK$2,284
HK$5,215 total
includes taxes & fees
4 Nov - 5 Nov
Locke Lake House
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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Top Middleton Hotel Reviews

The Windrifter Resort

The Windrifter Resort

8/10 Good
"I stayed for one night. Room was clean, full size fridge. There were two small older sofas and a very small TV but otherwise a pleasant stay for the price."
kate 1-night trip
Posted 14 hours ago
The Windrifter Resort

Find out more about Middleton

Search for holiday rentals in Middleton on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleton using one of the methods below:

  • View our selection of featured holiday rentals in Middleton
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  • Enter your travel dates to view the best deals on holiday rentals in Middleton while they last

Look no further and take a look at our great range of rental properties in Middleton!

Frequently asked questions

Can I find a holiday rental in Middleton?

Yes, there are holiday rentals close to the most popular sights in Middleton, 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 Middleton has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This holiday home rental outside of Middleton is located on a lake, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Middleton?

Expedia has 9 holiday rentals for your stay in Middleton.

What’s there to see and do in Middleton?

Sunrise Lake and Middleton Park are a couple of lovely local spots to get outside and enjoy nature. While here, King's Park and Moose Mountains Reservation are other places worth a visit.

What’s a holiday rental in Middleton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleton. Holiday rentals offer amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to 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 family gatherings.