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

Middleton Vacation Rentals

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Check prices for these dates

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

Our top choices for Middleton vacation rentals

A wooden sauna with a glass door, a shower area with shelves, and a red wall with a mirror.

1. 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 ￥17,750
￥36,795 total
includes taxes & fees
Nov 9 - Nov 10
Rustic Rose Cottage of Historic West Lebanon
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

2. 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 ￥22,980
￥52,963 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
Living area

3. 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 ￥31,062
￥51,132 total
includes taxes & fees
Nov 16 - Nov 17
Lotus Spa, your home away from home
A garden with a white pergola, red chairs, and pink flowers.

4. 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 traveler
The price is ￥23,392
￥27,617 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard
A house with a porch, surrounded by a garden with pink and yellow flowers.

5. 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 ￥22,821
￥26,997 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 7 - Year Round - Pet Friendly $50 Fee - Stand Alone 1 Bedroom / 1 Bath
A lakeside property with a dock, a boat, and a house with a deck.

6. 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, (26 reviews)
"Everything was very good and the location was beautiful "
United States
Mark F.
The price is ￥24,089
￥56,295 total
includes taxes & fees
Nov 21 - Nov 22
Perfect Modern Lake Front Retreat with Dock! Sleeps 4
A lakeside property with a dock, a boat, and a house with a deck.

7. 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 ￥31,538
￥64,931 total
includes taxes & fees
Nov 21 - Nov 22
NEW Lakefront Escape Private Dock & Lake Views
A cozy kitchen with wooden flooring, a brick wall, and a blue stove. There are bar stools and a small table with chairs.

8. 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 ￥33,439
￥53,896 total
includes taxes & fees
Nov 17 - Nov 18
Welcome to the Z E N
A tent with a bed, two chairs, and a small table on a wooden deck surrounded by trees.

9. 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 ￥23,772
￥28,029 total
includes taxes & fees
Nov 9 - Nov 10
Luxury Tent in New Hampshire-Tail-Tuckaway
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.

10. 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 ￥53,344
￥109,928 total
includes taxes & fees
Nov 9 - Nov 10
New Lakefront Home sleeps 14 with dock.
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 ￥22,504
￥44,365 total
includes taxes & fees
Nov 9 - Nov 10
Downtown Wolfeboro condo, right on Wolfeboro Bay/Winnipesaukee w/dock available
A coastal town with a marina, a large cruise ship docked, and a beach.

12. 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 ￥56,894
￥104,817 total
includes taxes & fees
Nov 23 - Nov 24
Siena/Naples 2 units Sleeps 8 with 2 Docks!
A bedroom with a large bed, a dining table, and chairs, a chandelier, and a window with curtains.

13. 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 ￥25,503
￥44,178 total
includes taxes & fees
Dec 6 - Dec 7
Cupola Suite: Steam Shower, Hot Tub & Fire Pit, Walk the Rail Trail to Wolfeboro
Property grounds

14. 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 ￥29,240
￥31,132 total
includes taxes & fees
Nov 10 - Nov 11
Reconnect with Nature at this Glamping Tent in East Wakefield, New Hampshire
A garden with a white pergola, red chairs, and pink flowers.

15. 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 ￥23,392
￥27,617 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 3 - Year Round - Pet Friendly $50 Fee - 1 Bedroom / 1 Bath
A modern interior with a large sliding glass door leading to an outdoor deck.

16. 7 Mi to Hiking: Waterfront Long Pond Gem!

7 Mi to Hiking: Waterfront Long Pond Gem!
3.0 star property
Barrington
10.0 out of 10, Exceptional, (1 review)
"Well designed and maintained property. We enjoyed the little touches like the automatic nightlights and heater in bathroom. Wish we could have spent more time here but we attended the Deerfield fair. Highly recommended. "
United States
Ronald
The price is ￥31,538
￥81,548 total
includes taxes & fees
Nov 9 - Nov 10
7 Mi to Hiking: Waterfront Long Pond Gem!
A lakeside property with a dock, a boat, and a house with a deck.

17. Stay in Venice our Modern Steps from the Lake with Dock!

Stay in Venice our Modern Steps from the Lake with Dock!
Alton
10.0 out of 10, Exceptional, (9 reviews)
"Great location on the lake!"
United States
Stephanie H.
The price is ￥25,991
￥53,879 total
includes taxes & fees
Nov 15 - Nov 16
Stay in Venice our Modern Steps from the Lake with Dock!
A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

18. 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 ￥24,152
￥28,440 total
includes taxes & fees
Nov 10 - Nov 11
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.

19. 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 ￥24,533
￥29,026 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 11 - Year Round - Pet Friendly $50 Fee- 1 Bed / 1 Bath w/ Courtyard
A waterfront area with a large white building, a dock with boats, and a clock tower in the background.

20. Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath

Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
Wolfeboro
10.0 out of 10, Exceptional, (5 reviews)
"We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again."
United States
Jessica G.
The price is ￥25,293
￥29,851 total
includes taxes & fees
Nov 9 - Nov 10
Cottage 10-Pet Friendly-1 Bedroom w/ Loft / 1 Bath
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

Holiday Inn Express & Suites Rochester by IHG

Holiday Inn Express & Suites Rochester by IHG

10/10 Excellent
"Traveling across country and this was the best breakfast I’ve ever had at a hotel. Thank you Artyth for the breakfast on Tuesday morning! It was incredible"
Debbie 2-night trip
Posted 2 days ago
Holiday Inn Express & Suites Rochester by IHG

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 vacation rental in Middleton?

Yes, there are vacation rentals near the most popular local attractions in Middleton, or you can choose a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Middleton has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This vacation home rental near Middleton is located on a lake and has an indoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Middleton?

Expedia has 9 vacation 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 vacation rental in Middleton like?

Vacation rentals are privately owned properties you can book for short or long periods in Middleton. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.