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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Middleton vacation rentals

A sauna with wooden walls and benches, a central ventilation system, and a ceiling light.

1. Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!

Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
New Durham
9.0 out of 10, Wonderful, (4 reviews)
"Great location in the woods! House was roomy and very comfortable..Host was very accommodating and communicated promptly and thoroughly. Lots of beds for the family!"
United States
Mary T.
The price is ￥42,474
￥90,120 total
includes taxes & fees
Oct 5 - Oct 6
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A living room with a beige sofa, a wooden coffee table, and a large window with a view of a balcony.

2. Newly Renovated Cottage 7 in Alton Bay

Newly Renovated Cottage 7 in Alton Bay
Alton
10.0 out of 10, Exceptional, (2 reviews)
"Host was responsive and the property was just close enough to enjoy laconia without a huge price premium. Its a simple cabin, but it did what we needed it to do. Gravel parking lot is not the best for motorcycles if i had to leave constructive feedback. Would rent again."
United States
fred j.
The price is ￥35,741
￥59,862 total
includes taxes & fees
Sep 29 - Sep 30
Newly Renovated Cottage 7 in Alton Bay
A modern interior with a large sliding glass door leading to an outdoor deck.

3. 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 ￥39,013
￥89,308 total
includes taxes & fees
Sep 24 - Sep 25
7 Mi to Hiking: Waterfront Long Pond Gem!
A coastal town with a marina, a large cruise ship docked, and a beach.

4. 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 ￥55,530
￥108,306 total
includes taxes & fees
Sep 30 - Oct 1
Siena/Naples 2 units Sleeps 8 with 2 Docks!
A modern kitchen with white cabinets, a built-in microwave, and a dishwasher. There are two bar stools near the kitchen counter.

5. 9 Lake Street

9 Lake Street
3.0 star property
Wolfeboro
10.0 out of 10, Exceptional, (1 review)
"Great location and wonderful space! Will definitely stay again"
United States
Roog
The price is ￥36,024
￥56,740 total
includes taxes & fees
Oct 4 - Oct 5
9 Lake Street
A cozy room with a wicker sofa, a wooden ladder shelf, and a large wooden-framed window.

6. Newly Renovated Cottage 4 in Alton Bay, NH

Newly Renovated Cottage 4 in Alton Bay, NH
Alton
9.0 out of 10, Wonderful, (4 reviews)
"Communication was amazing, check in was a delightful, the house itself was perfect "
United States
Jennifer S.
The price is ￥17,933
￥56,211 total
includes taxes & fees
Sep 28 - Sep 29
Newly Renovated Cottage 4 in Alton Bay, NH
A coastal town with a marina, a large cruise ship docked, and a beach.

7. Cabin with lake views & lake access Now featuring AC Wi-FI and TV sleeps 5

Cabin with lake views & lake access Now featuring AC Wi-FI and TV sleeps 5
Alton
9.2 out of 10, Wonderful, (12 reviews)
"Great place to stay! Tons of games and fire pits all around. I wish we had stayed longer to enjoy it all."
United States
Tara L.
The price is ￥21,709
￥46,443 total
includes taxes & fees
Sep 24 - Sep 25
Cabin with lake views & lake access Now featuring AC Wi-FI and TV sleeps 5
A wooden sauna with a glass door, a shower area with shelves, and a red wall with a mirror.

8. Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
9.6 out of 10, Exceptional, (29 reviews)
"Everything was great. Very clean and comfortable! Thank you for a great place to stay. "
United States
Heather K.
The price is ￥17,320
￥37,757 total
includes taxes & fees
Sep 28 - Sep 29
Rustic Rose Cottage of Historic West Lebanon
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

9. Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake

Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
Alton
9.6 out of 10, Exceptional, (5 reviews)
"My brothers and I had an incredible time on the lake and experienced the local amenities. The individual apartments were perfect for our needs and allowed for everyone to have their own space. The property was well managed and maintained. I would highly recommend this location for anyone looking to enjoy lake Winni! Thank you, Ron"
United States
Ronnie G.
The price is ￥90,296
￥206,501 total
includes taxes & fees
Oct 6 - Oct 7
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
A garden with a white pergola, red chairs, and pink flowers.

10. Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath

Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
Wolfeboro
10.0 out of 10, Exceptional, (4 reviews)
"Everything was great!"
United States
Leah F.
The price is ￥37,833
￥47,023 total
includes taxes & fees
Sep 27 - Sep 28
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A dock with a sign prohibiting fires, surrounded by trees and a calm lake.

11. Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities

Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
Shapleigh
9.8 out of 10, Exceptional, (41 reviews)
"Great place for a weekend trip! The lake access was easy, and the kayaks/paddle boards were an added bonus. "
United States
Jacob C.
The price is ￥64,617
￥148,864 total
includes taxes & fees
Sep 24 - Sep 25
Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
A cozy cabin interior with a sectional sofa, a leather ottoman, and a television mounted on the wall.

12. 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)
"Best communication ever at a VRBO. When I come back, I’m there!"
United States
shaun d.
The price is ￥29,102
￥65,030 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Retreat w/Sunroom + Fireplace next to Mount Major + close to Gunstock Mo...
A wooden cabin interior with a dining table, chairs, a kitchen area with cabinets, and a door with a window.

13. Hiking & Snowmobile Trails On-site: Alton Retreat!

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
The price is ￥24,383
￥47,336 total
includes taxes & fees
Oct 12 - Oct 13
Hiking & Snowmobile Trails On-site: Alton Retreat!
A wooden cabin interior with a dining table, chairs, a kitchen area with cabinets, and a door with a window.

14. Hiking & Snowmobile Trails On-Site: Alton Retreat!

Hiking & Snowmobile Trails On-Site: Alton Retreat!
Alton
10.0 out of 10, Exceptional, (9 reviews)
"Such a cute place! Great amenities! Very cozy! Would definitely stay again! "
United States
Karolyn W.
The price is ￥17,933
￥47,962 total
includes taxes & fees
Oct 12 - Oct 13
Hiking & Snowmobile Trails On-Site: Alton Retreat!
A living room with a sofa, coffee table, and dining area with chairs and a table.

15. Cabin 8 at Historic Sandy Point w. Boat Slip

Cabin 8 at Historic Sandy Point w. Boat Slip
Alton
The price is ￥54,635
￥87,136 total
includes taxes & fees
Oct 7 - Oct 8
Cabin 8 at Historic Sandy Point w. Boat Slip
A beach with sand, trees, and a boat in the background.

16. 5-Acres, Mtn + Fall Foliage Views, Hot Tub, Game Room, Near Lake, + More!

5-Acres, Mtn + Fall Foliage Views, Hot Tub, Game Room, Near Lake, + More!
Gilford
10.0 out of 10, Exceptional, (24 reviews)
"Was a great place to stay. Had a great time "
United States
Ryan C.
The price is ￥60,627
￥130,809 total
includes taxes & fees
Sep 28 - Sep 29
5-Acres, Mtn + Fall Foliage Views, Hot Tub, Game Room, Near Lake, + More!
A cozy room with a large window, a sofa, a coffee table, and a wicker chair.

17. 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 ￥58,666
￥130,370 total
includes taxes & fees
Sep 30 - Oct 1
Locke Lake House
A modern kitchen with a built-in microwave and oven, a gray sofa with teal cushions, and a view of a snowy landscape through large windows.

18. 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 ￥25,327
￥60,495 total
includes taxes & fees
Sep 29 - Sep 30
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.

19. 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 ￥34,796
￥58,007 total
includes taxes & fees
Oct 7 - Oct 8
Welcome to the Z E N
A lakeside view from a wooden deck with an American flag, surrounded by trees and a clear sky.

20. Waterfront w/ Prvt Dock & Firepit | Sleeps 8

Waterfront w/ Prvt Dock & Firepit | Sleeps 8
Acton
9.0 out of 10, Wonderful, (23 reviews)
"Love the area & location on the lake!"
United States
Will M.
The price is ￥29,601
￥92,970 total
includes taxes & fees
Oct 19 - Oct 20
Waterfront w/ Prvt Dock & Firepit | Sleeps 8
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

Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

10/10 Excellent
"Nice property with nice amenities. The continental breakfast did not disappoint. We would book this property again. Very nice."
Edmund 1-night trip
Posted 5 hours ago
Fireside Inn & Suites Gilford

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:

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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.