Winter Park Villas - Vacation Rentals in Summerside Harbor
House
10.0
(
11 Reviews
)
8 Bedrooms
5 Bathrooms
16 Guests
-
Parking -
Balcony/Terrace -
Kitchen -
Internet
US $754
/Night
7 Nights - $5,279
Bed & Breakfast
9.4
(
154 Reviews
)
6 Bedrooms
4 Bathrooms
8 Guests
215.28 ft²
-
Parking
-
Balcony/Terrace
-
View -
Internet
US $112
/Night
7 Nights - $782
Bed & Breakfast
9.6
(
268 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Balcony/Terrace
-
Kitchen
US $126
/Night
7 Nights - $882
House
10.0
(
6 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Oceanfront -
Parking
-
Ocean View -
Balcony/Terrace
US $238
/Night
7 Nights - $1,666
House
9.2
(
103 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
139.93 ft²
-
Parking
-
Balcony/Terrace
-
View
-
Air Conditioner
US $72
/Night
7 Nights - $506
Bed & Breakfast
8.2
(
84 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Spa -
Kitchen
-
Air Conditioner
US $111
/Night
7 Nights - $777
Cottage
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $237
/Night
7 Nights - $1,662
US $105
/Night
7 Nights - $735
Apartment
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Air Conditioner
-
Internet
-
Laundry -
Bedding/Linens
US $380
/Night
7 Nights - $2,660
House
10.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
-
Hot Tub -
Parking
-
Ocean View
-
Balcony/Terrace
US $115
/Night
7 Nights - $805
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $252
/Night
7 Nights - $1,761
Apartment
9.8
(
19 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $240
/Night
7 Nights - $1,681
House
9.6
(
85 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $177
/Night
7 Nights - $1,239
Apartment
9.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $249
/Night
7 Nights - $1,745
House
9.0
(
2 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $307
/Night
7 Nights - $2,148
New
Cottage
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $252
/Night
7 Nights - $1,764
Apartment
9.8
(
6 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Child Friendly -
Laundry
US $260
/Night
7 Nights - $1,821
Cabin
9.0
(
2 Reviews
)
3 Bedrooms
6 Bathrooms
8 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $694
/Night
7 Nights - $4,856
House
10.0
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $393
/Night
7 Nights - $2,753
House
10.0
(
4 Reviews
)
2 Bedrooms
1 Bathroom
2 Guests
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $140
/Night
7 Nights - $978
House
10.0
(
2 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1 ft²
-
Parking
-
Kitchen
-
Internet
-
Laundry
US $220
/Night
7 Nights - $1,540
House
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $312
/Night
7 Nights - $2,182
House
10.0
(
1 Review
)
3 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $106
/Night
7 Nights - $743
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
2 Guests
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $79
/Night
7 Nights - $554
★ Pro Tip: Winterparkvillas makes it easy to compare the best listings on Winterparkvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winterparkvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Summerside Harbor.
Weather in Summerside Harbor
View the weather forecast for Summerside Harbor before booking your Summerside Harbor Vacation Rentals to confirm your best time to go.
December - February
High 23°F Low 2°F
March - May
High 65°F Low 12°F
June - August
High 76°F Low 49°F
September - November
High 65°F Low 8°F
Summerside Harbor Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Summerside Harbor?
There are a lot of options in Summerside Harbor. If you plan on staying in the Summerside Harbor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Summerside Harbor:
- Waterfront 6 bedroom (8 beds) , 51/2 bath house in Summerside, Pei.
- Charming Summerside Heritage Home Near Beaches & Steps from the Boardwalk
- Family friendly cottage, centrally located, w/large yard- minutes from the water
- Holman's Harbourview Suite -Renovated Waterview Suite in the Heart of Summerside
- Blue Lobster Summerside Harbour
- Two bedroom, 1.5 bath Summerside retreat located directly on the boardwalk.
- Holman's Heritage Suites
- Harbourview Loft B Two Bedroom Loft Apartment Located in Downtown Summerside
- Charming apartment in fabulous Summerside with AC, WiFi
- Cairns Motel
How many vacation rentals are available in Summerside Harbor?
Currently, the total number of properties listed in 2026 is over 63 in the Summerside Harbor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Summerside Harbor.
