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Middleton Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Middleton vacation rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a view of the sea through large windows.

1. Cottages on PEI

Cottages on PEI
2.5 star property
Chelton
9.6 out of 10, Exceptional, (146 reviews)
"Super spot to stay. Loved the walks on the beach and sun set"
Canada
Clarence
The price is AED 439
AED 505 total
includes taxes & fees
2 Oct - 3 Oct
Cottages on PEI
A two-story house with a large lawn and a tree with pink flowers.

2. Bridge View near Confederation Bridge and Beaches

Bridge View near Confederation Bridge and Beaches
Borden-Carleton
9.8 out of 10, Exceptional, (6 reviews)
"Clean and convenient. The host was so kind."
United States
Sarah E.
The price is AED 361
AED 558 total
includes taxes & fees
1 Nov - 2 Nov
Bridge View near Confederation Bridge and Beaches
A two-story house with a red roof, surrounded by lush greenery and a well-maintained lawn.

3. Garden View near Confederation Bridge and beaches

Garden View near Confederation Bridge and beaches
Borden-Carleton
8.4 out of 10, Very good, (6 reviews)
"Excellent location. The views from the backyard of the Confederation Bridge were wonderful. Easy drive to Summerside and Charlottestown, and of course Anne of Green Gables! PEI is strikingly beautiful.Host was very friendly and responsive. "Garden View" was very clean and modern. "
United States
Cheryl H.
The price is AED 477
AED 727 total
includes taxes & fees
1 Nov - 2 Nov
Garden View near Confederation Bridge and beaches
An aerial view of a residential area with multiple detached houses, a swimming pool, and a large green field.

4. Hidden Acres Cottages

Hidden Acres Cottages
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (351 reviews)
"Friendly staff, Great location."
Canada
Edward
The price is AED 410
AED 472 total
includes taxes & fees
3 Oct - 4 Oct
Hidden Acres Cottages
A sauna with wooden benches and a stone wall in the center.

5. Cavendish Lodge & Cottages

Cavendish Lodge & Cottages
3.5 star property
Bayview
9.2 out of 10, Wonderful, (161 reviews)
"Great place to stay."
Canada
Shawn
Cavendish Lodge & Cottages
A marina with various boats docked, a pier, and a building with a Canadian flag.

6. Downtown Summerside Jewel

Downtown Summerside Jewel
Summerside, PE
9.4 out of 10, Exceptional, (34 reviews)
"Very clean. Well located. Super host."
Canada
Bruce
The price is AED 426
AED 573 total
includes taxes & fees
7 Oct - 8 Oct
Downtown Summerside Jewel
A single-story house with a covered porch, a red exterior, and a Canadian flag.

7. Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1

Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
Kensington
10.0 out of 10, Exceptional, (21 reviews)
"Had a great stay. Place was quaint and clean. Easy check in and out. "
United States
Natalie S.
The price is AED 406
AED 723 total
includes taxes & fees
25 Oct - 26 Oct
Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1
A wooden boardwalk through a forest with tall trees and ferns.

8. SUMMERSIDE GEM

SUMMERSIDE GEM
Summerside
9.6 out of 10, Exceptional, (89 reviews)
"Great spot, well equipped and comfortable."
United States
Julie R.
The price is AED 477
AED 632 total
includes taxes & fees
9 Oct - 10 Oct
SUMMERSIDE GEM
A cozy cabin-style room with a wooden ceiling, a large window with curtains, a grey sofa with 'IN THE WOODS' cushions, a wooden coffee table, and a small wooden side table.

9. Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2

Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
Kensington
9.2 out of 10, Wonderful, (26 reviews)
"Overall clean and cozy , shower was tight and I think there is a skunk living close by as we could smell skunk all weekend … Communication was great with the host, Check in smooth… Close to everything Great for temporary stays"
Canada
michelle
The price is AED 348
AED 647 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 2 BR Cottage close to Cavendish Inn The Woods Cottages PEI - Cottage 2
A spacious kitchen with a wooden staircase, a dining area with a wooden table and chairs, and a view of the outdoors through large windows.

10. Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages
3.0 star property
Cavendish
9.0 out of 10, Wonderful, (33 reviews)
"Great stay!"
Canada
Steven
The price is AED 461
AED 531 total
includes taxes & fees
4 Oct - 5 Oct
Avonlea Forest Hill Cottages
A cozy living area with a wooden ceiling, a large wooden dining table with red chairs, a gray sofa, and a stone fireplace.

11. Avonlea Cottages

Avonlea Cottages
3.5 star property
Cavendish
8.4 out of 10, Very good, (264 reviews)
"Was great"
Canada
Sean
The price is AED 431
AED 495 total
includes taxes & fees
4 Oct - 5 Oct
Avonlea Cottages
A wooden barrel-shaped structure with a door and windows, a bench outside, and a stone pathway.

12. Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort
3.0 star property
Cavendish
9.4 out of 10, Exceptional, (212 reviews)
"Great stay!"
Canada
Shannon
The price is AED 364
AED 418 total
includes taxes & fees
6 Oct - 7 Oct
Cavendish Bosom Buddies Cottage Resort
A wooden cabin with a hot tub, large windows, and a welcome sign.

13. Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.

Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.
Kensington
9.8 out of 10, Exceptional, (31 reviews)
"The hot tub was perfect. Traveling in early spring we knew the weather could be cold or rainy. Having the hot tub to come back to was a relaxing and enjoyable end to our days."
Canada
Annette A.
The price is AED 568
AED 742 total
includes taxes & fees
11 Oct - 12 Oct
Rest Ashored in Anne's land!- Hot tub, Kayaks Centrally located, stunning views.
A coastal landscape with rocky cliffs and a sandy beach.

14. Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.

Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
Kensington
10.0 out of 10, Exceptional, (47 reviews)
"way through Waters is a little piece of paradise 360 water views! really close to food and gas but out on its own in a pristine beautiful environment!"
United States
Rosanne R.
The price is AED 647
AED 848 total
includes taxes & fees
15 Oct - 16 Oct
Wavie Waters Cottage! - King bed, Kayaks, Centrally located, stunning views.
A portable grill on a wooden deck with a clear sky in the background.

15. Wood Duck Cottage

Wood Duck Cottage
3.5 star property
Cavendish
9.4 out of 10, Exceptional, (11 reviews)
"My family really enjoyed this cottage! Its very roomy, and close to everything. The cottage was very clean, modern, and felt like we were right at home! * Our only negative would be that the wifi was extremely slow so it was hard to connect the TV streaming services and use our phones. We will definitely be back! Our favorite spot we've stayed in cavendish yet!"
Canada
Tasha
The price is AED 462
AED 531 total
includes taxes & fees
9 Oct - 10 Oct
Wood Duck Cottage
A hot tub with a view of a house and trees.

16. Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen

Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen
Victoria
9.4 out of 10, Exceptional, (3 reviews)
"Great spot in a beautiful village. Easy walk anywhere you want to go."
United States
Thomas J.
The price is AED 774
AED 1,029 total
includes taxes & fees
1 Nov - 2 Nov
Valley Pearl Suite | 2 BDRM sleeps 6, full kitchen
A dining area with a wooden table and chairs, a sliding glass door leading to a deck, and a view of the outdoors.

17. Montgomery Cavendish Cottages

Montgomery Cavendish Cottages
3.5 star property
Cavendish
9.8 out of 10, Exceptional, (61 reviews)
"Extremely clean and in close proximity to main attractions."
Canada
Lucy
Montgomery Cavendish Cottages
A large house with a lawn and a body of water in the background.

18. Explore Anne's Land at Four Winds Cottage

Explore Anne's Land at Four Winds Cottage
Park Corner
10.0 out of 10, Exceptional, (1 review)
"My y family stayed here for almost a week. 4 adults and a 2 year young grandson. It is mind boggling that they(owner and trusted contractor/property manager)were able to transform a former woodshed and utility shed into a fully functional tiny home. There is likely going to be an updated picture in the dictionary for the words “cozy” and “inviting”!!!! The superhost’s attention to detail was brought to the forefront with phenomenal firsthand interaction with the property manager, any and all...
United States
Mike F.
The price is AED 465
AED 1,730 total
includes taxes & fees
6 Oct - 7 Oct
Explore Anne's Land at Four Winds Cottage
A covered porch with a stone accent wall, a dining table with chairs, and a 'No Smoking' sign on the door.

19. Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3

Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3
Kensington
9.6 out of 10, Exceptional, (22 reviews)
"Great location in the woods. Quiet and relaxing. The cabin had everything we needed and more. Les and Tammy were friendly and helpful with any questions we had. The location is off the beaten path but easy to get to. The entire property is very well maintained. This was one of the special parts of our first trip to PEI. We will definitely return."
Canada
Linda
The price is AED 446
AED 760 total
includes taxes & fees
1 Nov - 2 Nov
Hidden Gem 3 BR Cottage w/ Forest View Inn The Woods Cottages PEI - Cottage 3
An aerial view of a coastal area with sandbanks and a narrow strip of land with a rocky shoreline.

20. Bent Brook Beach House - Private, pet friendly, beach access, central location

Bent Brook Beach House - Private, pet friendly, beach access, central location
Murray Corner
9.8 out of 10, Exceptional, (10 reviews)
"Beautiful property. Extremely clean and hosts ensure that every little thing is taken care of. Thank you very much Carrie!"
Canada
Denys M.
The price is AED 578
AED 1,238 total
includes taxes & fees
15 Oct - 16 Oct
Bent Brook Beach House - Private, pet friendly, beach access, central location
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

Cairns Motel

Cairns Motel

10/10 Excellent
"I have to say this was one of the best run properties I've been too. Highly recommend."
stephen 1-night trip
Posted 1 hour ago
Cairns Motel

Frequently asked questions

Are there vacation rentals in Middleton?

Yes, you can find vacation rentals close to popular attractions in Middleton, or you can go with a secluded option if you want a relaxing place to stay.

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

Water Front 6BR Oasis w/ Hot Tub & Views, Near Victoria-by-the-Sea: Visitors like this Middleton vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What’s there to see and do in Middleton?

Explore the area and family-friendly sights such as Haunted Mansion, or get out into nature at a spot like Chelton Beach Provincial Park. Port Borden Front Range Lighthouse and Anne of Green Gables Museum are a couple of places you'll find in the larger area.

What’s a vacation rental in Middleton like?

A vacation rental is a private property where you can stay for a couple of days or more in Middleton. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips.