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
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Middleton holiday 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 NZ$929
includes taxes & fees
7 Sept - 8 Sept
Mountainside chalet with a sauna and beautiful views near Gunstock Resort in NH!
A modern kitchen with white cabinets, a built-in microwave, and a dishwasher. There are two bar stools near the kitchen counter.

2. 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 NZ$908
includes taxes & fees
20 Sept - 21 Sept
9 Lake Street
A living room with a beige sofa, a wooden coffee table, and a large window with a view of a balcony.

3. 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 NZ$599
includes taxes & fees
22 Sept - 23 Sept
Newly Renovated Cottage 7 in Alton Bay
A wooden deck with outdoor seating and a view of a lake with boats and a gazebo in the distance.

4. Cozy cottage get-away at Lake Winnipesaukee with swim access off dock

Cozy cottage get-away at Lake Winnipesaukee with swim access off dock
Alton
9.6 out of 10, Exceptional, (18 reviews)
"Cabin is in a great location, very quiet, very comfortable, with great features. Would definitely return again when I'm in the area."
United States
Barry
The price is NZ$529
includes taxes & fees
30 Aug - 31 Aug
Cozy cottage get-away at Lake Winnipesaukee with swim access off dock
A spacious kitchen with wooden beams, a large dining table, and a fireplace.

5. Cozy Tuftonboro Escape: Steps to Private Beaches!

Cozy Tuftonboro Escape: Steps to Private Beaches!
3.0 star property
Tuftonboro
10.0 out of 10, Exceptional, (2 reviews)
"We’ll kept "
United States
Denise
The price is NZ$773
includes taxes & fees
6 Sept - 7 Sept
Cozy Tuftonboro Escape: Steps to Private Beaches!
A wooden sauna with a glass door, a shower area with shelves, and a red wall with a mirror.

6. Rustic Rose Cottage of Historic West Lebanon

Rustic Rose Cottage of Historic West Lebanon
Lebanon
10.0 out of 10, Exceptional, (28 reviews)
"Everything was great. Very clean and comfortable! Thank you for a great place to stay. "
United States
Heather K.
The price is NZ$440
includes taxes & fees
30 Aug - 31 Aug
Rustic Rose Cottage of Historic West Lebanon
A wooden dock with a hammock and chairs by a lake surrounded by autumn foliage.

7. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Grandmas Cottage on the River and the Rail Trail in Wolfeboro
Wolfeboro
10.0 out of 10, Exceptional, (20 reviews)
"We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great."
United States
The F.
The price is NZ$1,078
includes taxes & fees
3 Sept - 4 Sept
Grandmas Cottage on the River and the Rail Trail in Wolfeboro
A compact RV interior with a kitchenette, a bed, and a small dining area.

8. Fully stocked camper with delivery/setup to your favorite campground/cabin/event

Fully stocked camper with delivery/setup to your favorite campground/cabin/event
New Durham
6.0 out of 10, (1 review)
"The ad said the camper was nearly new, which it was not. We had a time to meet Jake, but he came and left early so we didn't get an intro. It was okay cleanliness wise, except the refrigerator was gross, and the shower curtain had dead bugs wrapped up in it. The cabinets were all very full, so we didn't have any place to put our food without moving stuff around. Then we had ants. The bed was very comfortable. We slept great. This is what we wanted it for, so wasn't disappointed in that. We used...
United States
Cathy M.
The price is NZ$797
includes taxes & fees
30 Aug - 31 Aug
Fully stocked camper with delivery/setup to your favorite campground/cabin/event

9. Lotus Spa, your home away from home

Lotus Spa, your home away from home
Acton
10.0 out of 10, Exceptional, (61 reviews)
"It was a wonderful stay"
United States
Alexis M.
The price is NZ$607
includes taxes & fees
10 Sept - 11 Sept
Lotus Spa, your home away from home
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
8.8 out of 10, Excellent, (70 reviews)
"Plenty of parking, easy check in, plenty of sleeping areas and sitting areas. "
United States
Caroline M.
The price is NZ$1,516
includes taxes & fees
2 Sept - 3 Sept
New Lakefront Home sleeps 14 with dock.
A wooden cabin interior with a dining table, chairs, a kitchen area with cabinets, and a door with a window.

11. 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 NZ$465
includes taxes & fees
25 Sept - 26 Sept
Hiking & Snowmobile Trails On-Site: Alton Retreat!
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.

12. NEW Lakefront Escape Private Dock & Lake Views

NEW Lakefront Escape Private Dock & Lake Views
Alton
9.8 out of 10, Exceptional, (11 reviews)
"We stayed here because we were in town for a concert in Gilford and it was great! Perfect location, close to the venue and the lake was beautiful. It was lovely waking up to seeing the sparkling water. Would stay again. "
United States
Anna S.
The price is NZ$641
includes taxes & fees
2 Sept - 3 Sept
NEW Lakefront Escape Private Dock & Lake Views
A wooden cabin with a covered patio area, featuring outdoor seating and large windows.

13. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (41 reviews)
"Everything was perfect! ❤️ We are coming back there soooon😉"
United States
Naghmeh
The price is NZ$201
includes taxes & fees
27 Sept - 28 Sept
Huttopia Southern Maine
A garden with a white pergola, red chairs, and pink flowers.

14. 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 NZ$502
includes taxes & fees
1 Sept - 2 Sept
Cottage 8-9 - Year Round - Pet Friendly $50 Fee- Stand Alone 2 Bedroom / 2 Bath
A wooden cabin interior with a dining table, chairs, a kitchen area with cabinets, and a door with a window.

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

Hiking & Snowmobile Trails On-site: Alton Retreat!
3.0 star property
Alton
The price is NZ$466
includes taxes & fees
25 Sept - 26 Sept
Hiking & Snowmobile Trails On-site: Alton Retreat!
A cozy room with a wicker sofa, a wooden ladder shelf, and a large wooden-framed window.

16. 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 NZ$599
includes taxes & fees
23 Sept - 24 Sept
Newly Renovated Cottage 4 in Alton Bay, NH
A modern kitchen with a large island, dark cabinetry, and a view of the outdoors.

17. 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 NZ$2,059
includes taxes & fees
22 Sept - 23 Sept
Vacanza Sleeps 12 with 3 individual units and 3 Docks steps from the Lake
A coastal town with a marina, a large cruise ship docked, and a beach.

18. Siena/Venice waterfront private units (2) with 2 Docks!

Siena/Venice waterfront private units (2) with 2 Docks!
Alton
The price is NZ$1,191
includes taxes & fees
22 Sept - 23 Sept
Siena/Venice waterfront private units (2) with 2 Docks!

19. Cabin 9 at Historic Sandy Point w. Boat Slip

Cabin 9 at Historic Sandy Point w. Boat Slip
Alton
The price is NZ$826
includes taxes & fees
22 Sept - 23 Sept
Cabin 9 at Historic Sandy Point w. Boat Slip
A dock with a sign prohibiting fires, surrounded by trees and a calm lake.

20. 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, (38 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 NZ$1,988
includes taxes & fees
10 Sept - 11 Sept
Private lakeside home with 2 private docks, hot tub, bball hoop, H2o activities
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

Comfort Inn & Suites Dover-Portsmouth

Comfort Inn & Suites Dover-Portsmouth

8/10 Good
"Many contractor trucks took up parking spaces."
Michael 3-night trip
Posted 13 hours ago
Comfort Inn & Suites Dover-Portsmouth

Find out more about Middleton

Everything you need to know about Middleton 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 Middleton 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 Middleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. 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 Middleton 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 Middleton holiday rentals we have selected for you start as low as NZ$201 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton 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 Middleton 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 Middleton 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 Middleton. 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

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?

Stunning lakefront home with a boathouse, private dock, firepit and lake views: This holiday home rental outside of Middleton 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 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.