Middleton Holiday Rentals

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Holiday Rentals in Middleton

Our top choices for Middleton holiday rentals

Huttopia Southern Maine

2.5 star property
8.8 out of 10, Excellent, (32)
"We stayed for one night and loved the tent and surroundings. The tent is super cozy, very pretty and a cool experiance to sleep in."
Huttopia Southern Maine

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

9.8 out of 10, Exceptional, (175)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

9.4 out of 10, Exceptional, (139)
"Everything was clean & convenient. Such a beautiful beach also! "
Misty Harbor Resort, walk to concerts at NH Bank Pavilion beach on Lake Winni.

Stunning lakefront home with private dock, deck, firepit, and lake view

9.0 out of 10, Wonderful, (19)
"We loved the lake, the firepit and the home! Had a fun family time!"
Stunning lakefront home with private dock, deck, firepit, and lake view

great location weirs beach area rental

9.4 out of 10, Exceptional, (21)
"The property was exactly as it was listed, The host was great"
The price is AU$693
includes taxes & fees
26 Aug - 27 Aug
great location weirs beach area rental

Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

9.6 out of 10, Exceptional, (8)
"Everything was great!"
The price is AU$295
includes taxes & fees
9 Sept - 10 Sept
Cottage with Lake Views & Access Now featuring AC Wi-FI and TV

Cabin for two with lake views & access Now featuring AC Wi-FI and TV

9.8 out of 10, Exceptional, (11)
"Great place, quiet and immaculate~!"
The price is AU$294
includes taxes & fees
14 Sept - 15 Sept
Cabin for two with lake views & access Now featuring AC Wi-FI and TV

Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

10.0 out of 10, Exceptional, (12)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is AU$401
includes taxes & fees
15 Sept - 16 Sept
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

10.0 out of 10, Exceptional, (2)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
The price is AU$247
includes taxes & fees
27 Aug - 28 Aug
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

9.0 out of 10, Wonderful, (21)
"Excellent"
The price is AU$441
includes taxes & fees
26 Aug - 27 Aug
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette

New Lakefront Home sleeps 14 with dock.

8.6 out of 10, Excellent, (65)
"Overall we enjoyed our stay. The house suited us just fine, no complaints. "
The price is AU$1,041
includes taxes & fees
3 Sept - 4 Sept
New Lakefront Home sleeps 14 with dock.

Come & enjoy beautiful Lake Winni! Concerts are within 5 min. Economy pricing

10.0 out of 10, Exceptional, (12)
"Great place to stay. Was the perfect spot to git the white mountains/conway. While also being super close to the pavilion to take in a concert. Would definitely stay here again/recommend!"
Come & enjoy beautiful Lake Winni! Concerts are within 5 min. Economy pricing

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (16)
"Nice location on the lake."
The price is AU$486
includes taxes & fees
26 Aug - 27 Aug
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

9.4 out of 10, Exceptional, (66)
"We have been staying at this property for years and love it! Cleaning was a bit spotty, but still worth the stay!"
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location

The Cottages at Harvey Lake

3.0 star property
8.8 out of 10, Excellent, (45)
"The view of the lake from the cabin was excellent. "
The price is AU$227
includes taxes & fees
2 Sept - 3 Sept
The Cottages at Harvey Lake

Cozy Cottage 2 Bedroom With Amazing View <br>

10.0 out of 10, Exceptional, (26)
"This place was just as described and just what our little group was looking for. It was clean and convenient to all the main attractions of Lake Winnepesaki. "
Cozy Cottage 2 Bedroom With Amazing View <br>

Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

9.2 out of 10, Wonderful, (10)
"Cabin was clean, beds were comfortable, kitchenette was well stocked. Outside sitting and firepits were an added bonus. Bicycles available, kayaking available albeit a little small in size. A little difficult to get into the water."
The price is AU$365
includes taxes & fees
14 Sept - 15 Sept
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

Stunning lakefront gem with full water view, beach access & dock

10.0 out of 10, Exceptional, (11)
"A perfect little cottage for a getaway for two, to the lake. Great experience and would happily return someday."
Stunning lakefront gem with full water view, beach access & dock

Luxury Tent in New Hampshire-Tail-Tuckaway

1.0 star property
10.0 out of 10, Exceptional, (2)
"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"
The price is AU$262
includes taxes & fees
26 Aug - 27 Aug
Luxury Tent in New Hampshire-Tail-Tuckaway

Modern & Cozy Lakefront Cabin: Rustic Charm and Serene views

10.0 out of 10, Exceptional, (4)
"Very relaxing, great/easy waterfront access, terrific fishing, and very kid friendly! Hosts were very gracious and kept us informed the entire trip!"
Modern & Cozy Lakefront Cabin: Rustic Charm and Serene views
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

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?

Perfect Modern Lake Front Retreat with Dock! Sleeps 4: This holiday home rental outside of Middleton is located near skiing, and offers a BBQ, air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

How many holiday rentals are there in Middleton?

Expedia has 7 holiday rentals for your stay in Middleton.

What’s there to see and do in Middleton?

Sunrise Lake and King's Park are a couple of lovely local spots to get outside and enjoy nature. While here, Middleton 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.