Waterside Vacation Rentals

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Check prices for these dates

Tonight
Dec 10 - Dec 11
Tomorrow
Dec 11 - Dec 12
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Waterside vacation rentals

Exterior
Glendenning Hall

Glendenning Hall

Glendenning Hall
2.0 star property
Charlottetown
8.8 out of 10, Excellent, (852)
"Great place to stay "
Canada
mark
Glendenning Hall
Living area
Waterfront Club House-up to 10 people-new renovations

Waterfront Club House-up to 10 people-new renovations

Waterfront Club House-up to 10 people-new renovations
York
9.8 out of 10, Exceptional, (14)
"We had a wonderful stay. The location, the cottage, and the service was top notch. Bill was very friendly, welcoming, and helpful. "
Canada
Erica P.
The price is ￥33,658
￥58,133 total
includes taxes & fees
Dec 24 - Dec 25
Waterfront Club House-up to 10 people-new renovations
Exterior
By The Bay Cottages

By The Bay Cottages

By The Bay Cottages
3.0 star property
Stanhope
8.4 out of 10, Very Good, (22)
"Great vacation spot"
Canada
Matt
By The Bay Cottages
Chalet | Terrace/patio
Fiddlers Green Country Cottages

Fiddlers Green Country Cottages

Fiddlers Green Country Cottages
3.0 star property
Brackley Beach
9.8 out of 10, Exceptional, (16)
"This place was very quiet and close to some of the best beaches in PEI."
Canada
Amardeep
Fiddlers Green Country Cottages
Outdoor dining
Waterfront 2 BR cottage on 1 acre private lot walking distance to beaches!

Waterfront 2 BR cottage on 1 acre private lot walking distance to beaches!

Waterfront 2 BR cottage on 1 acre private lot walking distance to beaches!
2.0 star property
Stanhope
9.6 out of 10, Exceptional, (12)
"Overall the cottage was very clean & a nice accomodation. The view was excellent, but we did have to drive to nearby beaches around area."
Canada
Heather
Waterfront 2 BR cottage on 1 acre private lot walking distance to beaches!
Interior
2 Bedroom Cottage

2 Bedroom Cottage

2 Bedroom Cottage
York
9.4 out of 10, Exceptional, (8)
"We spent 5 nights in the cottage at Stanhope. It provided us we a great spot to explore the island's many lighthouses and beaches. "
United States
Emily B.
The price is ￥11,295
￥25,893 total
includes taxes & fees
Dec 20 - Dec 21
2 Bedroom Cottage
Interior
Cozy House/Cottage, minutes to National Park & Golf Course

Cozy House/Cottage, minutes to National Park & Golf Course

Cozy House/Cottage, minutes to National Park & Golf Course
York
10.0 out of 10, Exceptional, (6)
"Loved my stay in PEI in this chalet. Amazing..very beautiful, clean, and will definitely stay here again, central to everything. Great trip."
United States
Debra W.
The price is ￥22,476
￥39,853 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Cozy House/Cottage, minutes to National Park & Golf Course
Books, music library, stereo
Located on PEIs famous north shore this is the perfect getaway & relaxation spot

Located on PEIs famous north shore this is the perfect getaway & relaxation spot

Located on PEIs famous north shore this is the perfect getaway & relaxation spot
York
10.0 out of 10, Exceptional, (21)
"A wonderful place to enjoy the north shore of PEI!"
United States
Stuart W.
Located on PEIs famous north shore this is the perfect getaway & relaxation spot
Dining
Queen Elizabeth

Queen Elizabeth

Queen Elizabeth
Charlottetown
10.0 out of 10, Exceptional, (3)
"This little apartment was perfect, lovely view by the water. We enjoyed the deck. Beds were comfortable and we loved the decor. It was well-stocked with everything you would need. Highly recommended."
Canada
Alanna
The price is ￥18,246
￥42,605 total
includes taxes & fees
Dec 12 - Dec 13
Queen Elizabeth
Eldon Cabin
Wild Pines Cabins

Wild Pines Cabins

Wild Pines Cabins
2.0 star property
Eldon
9.8 out of 10, Exceptional, (21)
"Really nice stay, close enough to Charlottetown and some fun beaches "
Canada
Allan
Wild Pines Cabins
Property grounds
Miracles on Polly - Fairy Tale Cabin - A return to your childhood

Miracles on Polly - Fairy Tale Cabin - A return to your childhood

Miracles on Polly - Fairy Tale Cabin - A return to your childhood
Belfast
10.0 out of 10, Exceptional, (24)
"The peace and quiet was an absolute pleasure. The host was very accommodating and very friendly."
Canada
kim
The price is ￥15,248
￥21,173 total
includes taxes & fees
Dec 15 - Dec 16
Miracles on Polly - Fairy Tale Cabin - A return to your childhood
Porch
School Street House

School Street House

School Street House
3.5 star property
Charlottetown
9.8 out of 10, Exceptional, (7)
"Amazing hosts and one of the most unique places I've ever stayed at. Travel back in time in this gem of a house!"
Canada
Stephane
School Street House
Fridge, microwave, oven, stovetop
Luxury townhome - Rooftop Patio - Hot Tub

Luxury townhome - Rooftop Patio - Hot Tub

Luxury townhome - Rooftop Patio - Hot Tub
Downtown Charlottetown
9.6 out of 10, Exceptional, (8)
"Honestly the nicest and cleanest VRBO I have ever stayed at! Everything is brand new, it’s well laid-out, secure parking, comfortable and quiet."
United States
Joanna B.
The price is ￥74,205
￥105,468 total
includes taxes & fees
Dec 24 - Dec 25
Luxury townhome - Rooftop Patio - Hot Tub
Exterior detail
Gallant Cottage-PEI Charm, updated cottage with AC near Charlottetown. Waterview

Gallant Cottage-PEI Charm, updated cottage with AC near Charlottetown. Waterview

Gallant Cottage-PEI Charm, updated cottage with AC near Charlottetown. Waterview
Alexandra
9.6 out of 10, Exceptional, (4)
"Nice cottage for a getaway for a long weekend. Close enough to Charlottetown to go for ice cream but also a great rural feel and a beautiful view."
Canada
Kathy L.
Gallant Cottage-PEI Charm, updated cottage with AC near Charlottetown. Waterview
Interior
Bright Newly Renovated Downtown Historic Studio on Water Street

Bright Newly Renovated Downtown Historic Studio on Water Street

Bright Newly Renovated Downtown Historic Studio on Water Street
Downtown Charlottetown
10.0 out of 10, Exceptional, (16)
"Great location, very clean and quite."
Canada
Gordon Q.
Bright Newly Renovated Downtown Historic Studio on Water Street
Interior
5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches

5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches

5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches
York
9.8 out of 10, Exceptional, (8)
"Super nice spot for vacation on PEI!"
Canada
Karine B.
5-bedroom Waterfront Home In Brackley, Minutes To National Park Beaches
Living area
New Downtown Charlottetown Home Sleeps 5

New Downtown Charlottetown Home Sleeps 5

New Downtown Charlottetown Home Sleeps 5
Charlottetown
10.0 out of 10, Exceptional, (15)
"Great location with all the amenities! Perfect stay."
Canada
Richard
The price is ￥22,539
￥46,369 total
includes taxes & fees
Dec 14 - Dec 15
New Downtown Charlottetown Home Sleeps 5
Beach nearby, sun loungers, beach towels
Charming Oceanview Cottage in Stanhope to relax, beach, golf, hike, bike

Charming Oceanview Cottage in Stanhope to relax, beach, golf, hike, bike

Charming Oceanview Cottage in Stanhope to relax, beach, golf, hike, bike
Stanhope
10.0 out of 10, Exceptional, (25)
"We had a fantastic time in PEI. The suite was charming , quiet and just what we needed for a short getaway. "
Canada
Jennifer C.
The price is ￥14,118
￥32,839 total
includes taxes & fees
Dec 24 - Dec 25
Charming Oceanview Cottage in Stanhope to relax, beach, golf, hike, bike
Property grounds
2 bedroom Cottage

2 bedroom Cottage

2 bedroom Cottage
York
7.6 out of 10, Good, (4)
"Great place to stay friendly quiet nice place "
Canada
Barry
The price is ￥12,424
￥27,192 total
includes taxes & fees
Jan 11 - Jan 12, 2026
2 bedroom Cottage
Private kitchen
Bishop House, Sleeps 8, Downtown with Hot Tub!

Bishop House, Sleeps 8, Downtown with Hot Tub!

Bishop House, Sleeps 8, Downtown with Hot Tub!
Charlottetown
9.6 out of 10, Exceptional, (4)
"Property was very comfortable and location was an easy walk to restaurants and shopping. "
United States
Shelley P.
The price is ￥33,412
￥69,293 total
includes taxes & fees
Dec 14 - Dec 15
Bishop House, Sleeps 8, Downtown with Hot Tub!
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 Waterside Hotel Reviews

Fair Isle Motel

Fair Isle Motel

10/10 Excellent
"The kitchen was fully stocked to prep and cook any meal. Appliances were new and worked well. The staff is always super friendly and helpful and always smiling. I always have a great stay here and usually visit here once a month now. "
Jared 3-night trip
Posted 1 day ago
Fair Isle Motel

Find out more about Waterside

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Look no further and take a look at our great range of rental properties in Waterside!

Frequently asked questions

Are there vacation rentals in Waterside?

Yes, we offer vacation rentals close to popular points of interest in Waterside, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Waterside?

Bishop House, Sleeps 8, Downtown with Hot Tub!: Visitors like this Waterside vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Waterside?

While exploring the area, visit family-friendly sights like Hillsborough River Eco-Centre, or get outside and enjoy nature at Prince Edward Island National Park. In the larger area, you’ll find Charlottetown Port and Red Shores Racetrack and Casino.

What’s a vacation rental in Waterside like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Waterside. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family getaway.