Middleton Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
18 Aug - 19 Aug
Tomorrow
19 Aug - 20 Aug
This weekend
22 Aug - 24 Aug
Next weekend
29 Aug - 31 Aug

Holiday Rentals in Middleton

Huttopia Southern Maine
Bed sheets

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
Indoor pool

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
Stunning lakefront home with private dock, deck, firepit, and lake view
Fridge, microwave, oven, stovetop

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

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

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 HK$798
HK$1,465 total
includes taxes & fees
15 Sept - 16 Sept
Cabin for two with lake views & access Now featuring AC Wi-FI and TV
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
TV, DVD player

Waterfront home with wraparound deck, floating fireplace, deck, & firepit

6.8 out of 10, (28)
"Just did a little getaway with some friends place was super cute and clean cute little area. Will definitely be booking for the summer."
Waterfront home with wraparound deck, floating fireplace, deck, & firepit
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Outdoor dining

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

9.0 out of 10, Wonderful, (21)
"Excellent"
The price is HK$1,009
HK$2,207 total
includes taxes & fees
24 Aug - 25 Aug
Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette
Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi
Marina

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

10.0 out of 10, Exceptional, (10)
"We enjoyed our time so much. My dogs roamed around and everyone was so kind and the fire pit was fantastic."
The price is HK$899
HK$2,036 total
includes taxes & fees
17 Sept - 18 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
Property grounds

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 HK$977
HK$1,236 total
includes taxes & fees
28 Aug - 29 Aug
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Lakefront cottage with deck, patio, firepit, AC & W/D - secluded location
Fridge, microwave, oven, stovetop

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
Exterior

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 HK$1,064
HK$1,155 total
includes taxes & fees
1 Sept - 2 Sept
The Cottages at Harvey Lake
Condo with WiFi, private beach, full kitchen, & outdoor pool
Beach nearby

Condo with WiFi, private beach, full kitchen, & outdoor pool

7.8 out of 10, Good, (37)
"Great for a younger couple wanting a bargain spot close to the many local attractions."
Condo with WiFi, private beach, full kitchen, & outdoor pool
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Outdoor dining

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 HK$1,173
HK$2,437 total
includes taxes & fees
25 Aug - 26 Aug
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette
Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.
Free WiFi, bed sheets

Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.

9.8 out of 10, Exceptional, (12)
"Great place to stay. Nice area, with easy access to anything you may need. The shower is wonderful, and the king size bed was very confortable."
The price is HK$1,064
HK$2,258 total
includes taxes & fees
8 Sept - 9 Sept
Central modern condo studio - ~5min drive from Weirs Beach & NH Bank Pavilion.
Cozy Cottage 2 Bedroom With Amazing View <br>
Interior

Cozy Cottage 2 Bedroom With Amazing View <br>

10.0 out of 10, Exceptional, (24)
"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>
New Lakefront Home sleeps 14 with dock.
Terrace/patio

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 HK$2,512
HK$5,071 total
includes taxes & fees
3 Sept - 4 Sept
New Lakefront Home sleeps 14 with dock.
Modern & Cozy Lakefront Cabin: Rustic Charm and Serene views
Interior

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!"
The price is HK$3,012
HK$5,679 total
includes taxes & fees
3 Sept - 4 Sept
Modern & Cozy Lakefront Cabin: Rustic Charm and Serene views
Adorable Cabin with stunning lake views & Now featuring AC Wi-FI and TV access
Beach

Adorable Cabin with stunning lake views & Now featuring AC Wi-FI and TV access

9.2 out of 10, Wonderful, (7)
"We had an amazing stay, adorable area, loved the access to the lake and kayaking, close to great options for outdoor place. Looking forward to future trips"
The price is HK$892
HK$1,577 total
includes taxes & fees
8 Sept - 9 Sept
Adorable Cabin with stunning lake views & Now featuring AC Wi-FI and TV access
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Marina

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 HK$892
HK$1,824 total
includes taxes & fees
8 Sept - 9 Sept
Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3
Lovely lakefront home with deck, fire-pit, grill, private dock & pet friendly
Fridge, microwave, oven, stovetop

Lovely lakefront home with deck, fire-pit, grill, private dock & pet friendly

9.2 out of 10, Wonderful, (34)
"The house was comfortable, clean and a good size for a family of 5. We loved the location, waking up everyday to have tea by the lake, we roasted marshmellows in the fire pit and we saw 2 loons and heard them calling, it was a peaceful experience! We are hoping to stay there again in the future!"
Lovely lakefront home with deck, fire-pit, grill, private dock & pet friendly
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleton Hotel Reviews

Lake Wentworth Inn

Lake Wentworth Inn

10/10 Excellent
"Amazing place to stay! "
Ewa 2-night trip
Posted 1 day ago
Lake Wentworth Inn

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.