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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In one month
17 Oct - 19 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec

Vacation Homes in Summerside

Our top choices for Summerside vacation homes

Cavendish, 4 bedroom Ocean view. Great family. destination!
Property grounds

Cavendish, 4 bedroom Ocean view. Great family. destination!

9.0 out of 10, Wonderful, (17)
"We enjoyed our time at this cottage. Located in a great location, it was clean and roomy for our entire family. "
Cavendish, 4 bedroom Ocean view. Great family. destination!
Water view cottage 5 min to Cav Beach, Golf, Anne Green Gables
Beach towels

Water view cottage 5 min to Cav Beach, Golf, Anne Green Gables

9.8 out of 10, Exceptional, (25)
"Very clean and great location"
Water view cottage 5 min to Cav Beach, Golf, Anne Green Gables
Cozy Waterfront Country Home w/game room. Close to all amenities!
Outdoor spa tub

Cozy Waterfront Country Home w/game room. Close to all amenities!

9.8 out of 10, Exceptional, (10)
Cozy Waterfront Country Home w/game room. Close to all amenities!
Four Bedroom Cottage Within Walking Distance To Thunder Cove Beach
Beach nearby, sun loungers, beach towels

Four Bedroom Cottage Within Walking Distance To Thunder Cove Beach

9.8 out of 10, Exceptional, (26)
"very comfortable, great location, everything you needed was there."
Four Bedroom Cottage Within Walking Distance To Thunder Cove Beach
Beautiful waterfront vacation home near Cavendish. Sleeps 10.
Interior

Beautiful waterfront vacation home near Cavendish. Sleeps 10.

10.0 out of 10, Exceptional, (13)
"Excellent location and beautiful house for family and friends. We stayed her for 4 days during our daughter’s wedding weekend at nearby Carriage House!"
Beautiful waterfront vacation home near Cavendish. Sleeps 10.
Ocean Front, Modern Cottage With Access To Cove- Minutes to Victoria By The Sea
Exterior detail

Ocean Front, Modern Cottage With Access To Cove- Minutes to Victoria By The Sea

9.8 out of 10, Exceptional, (38)
"Had a great time. Cottage was perfect and great location."
Ocean Front, Modern Cottage With Access To Cove- Minutes to Victoria By The Sea
5 Bedroom Luxury Beach House at Cousins Seaside Cottage in Sea View PEI
Terrace/patio

5 Bedroom Luxury Beach House at Cousins Seaside Cottage in Sea View PEI

10.0 out of 10, Exceptional, (5)
5 Bedroom Luxury Beach House at Cousins Seaside Cottage in Sea View PEI
Clinton Sunset Retreat ! 3 Bedrooms 2 Bathrooms... 180 degree water views!
Dining

Clinton Sunset Retreat ! 3 Bedrooms 2 Bathrooms... 180 degree water views!

10.0 out of 10, Exceptional, (44)
"This was a perfect location while we were in the area for a family wedding. The Sunset Retreat was spotless and bright. Great stay!"
Clinton Sunset Retreat ! 3 Bedrooms 2 Bathrooms... 180 degree water views!
Private hot tub, secluded golf view villa. Pet Friendly!
Exterior

Private hot tub, secluded golf view villa. Pet Friendly!

10.0 out of 10, Exceptional, (2)
"Enjoyed our stay here!"
Private hot tub, secluded golf view villa. Pet Friendly!
Beautiful and spacious "home away from home" for amazing summer fun & relaxation
Dining

Beautiful and spacious "home away from home" for amazing summer fun & relaxation

9.8 out of 10, Exceptional, (28)
"Great central location in PEI, quiet & privacy."
Beautiful and spacious "home away from home" for amazing summer fun & relaxation
Waterfront 6 bedroom (8 beds) , 51/2 bath house in Summerside, Pei.
Interior

Waterfront 6 bedroom (8 beds) , 51/2 bath house in Summerside, Pei.

9.8 out of 10, Exceptional, (10)
"Beautiful property and location. No problem accommodating 12 people. Owner was easy to communicate with and was accommodating. Lovely time with our family in PEI. "
Waterfront 6 bedroom (8 beds) , 51/2 bath house in Summerside, Pei.
Ocean Edge Beach House
On the beach, beach towels

Ocean Edge Beach House

9.8 out of 10, Exceptional, (25)
"Lovely home, we really enjoyed our stay !"
Ocean Edge Beach House
Luxury House in the Cavendish Area with Pool, Hot Tub and Air Conditioning
Outdoor pool, a heated pool

Luxury House in the Cavendish Area with Pool, Hot Tub and Air Conditioning

9.8 out of 10, Exceptional, (75)
"Beautiful property with everything we needed and more. made for a very special vacation for my in-laws traveling to PEI for the first time."
Luxury House in the Cavendish Area with Pool, Hot Tub and Air Conditioning
McGregor House - Minutes to beaches and multiple golf courses!
Outdoor dining

McGregor House - Minutes to beaches and multiple golf courses!

10.0 out of 10, Exceptional, (9)
McGregor House - Minutes to beaches and multiple golf courses!
Luxury Water View Home With 2 Living Spaces, Hot Tub & Access To River
Terrace/patio

Luxury Water View Home With 2 Living Spaces, Hot Tub & Access To River

10.0 out of 10, Exceptional, (26)
"Condo was amazing. Looked just like the pictures, very clean, beautiful view. I'd definitely stay there again! "
Luxury Water View Home With 2 Living Spaces, Hot Tub & Access To River
The rest is in Anne's land! - Hot tub, Kayaks Centrally located, stunning views.
Beach nearby

The rest is in Anne's land! - Hot tub, Kayaks Centrally located, stunning views.

9.6 out of 10, Exceptional, (20)
"Very clean and every thing you need for a great island vacation! Host was very helpful!"
The rest is in Anne's land! - Hot tub, Kayaks Centrally located, stunning views.
King's Landing - Water View Home with heated pool, quiet area, centrally located
Outdoor dining

King's Landing - Water View Home with heated pool, quiet area, centrally located

10.0 out of 10, Exceptional, (13)
"Everything to make your vacation wonderful was provided."
King's Landing - Water View Home with heated pool, quiet area, centrally located
Cozy chalet with water view, kayaks, and hot tub
Property grounds

Cozy chalet with water view, kayaks, and hot tub

10.0 out of 10, Exceptional, (4)
"Great cottage to lounge and hang out. We used the kayaks and hot tub provided. The cottage was clean and roomy for the family. Close to restaurants and groceries. Close to a sandy beach (Thunder Cove Beach). Host communicated well."
Cozy chalet with water view, kayaks, and hot tub
SUMMERSIDE GEM
Property grounds

SUMMERSIDE GEM

9.6 out of 10, Exceptional, (57)
"Very clean quiet house. Owner communicated well."
SUMMERSIDE GEM
Spectacular white sandy beach, Gorgeous, Sleeps 10
Beach

Spectacular white sandy beach, Gorgeous, Sleeps 10

9.8 out of 10, Exceptional, (17)
"From the moment we arrived everything was wonderful. Very clean,beautiful accommodations, kitchen was well stocked and really enjoyed the inside porch as well as the outside one. Would highly recommend. "
Spectacular white sandy beach, Gorgeous, Sleeps 10
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 Summerside Hotel Reviews

Anne Shirley Motel & Cottages

Anne Shirley Motel & Cottages

10/10 Excellent
"A little dated, as all are in that area, but clean. Easy parking and near everything. Love the fact that somebody called me to let me know about checking in when I didn't arrive before the office closed, much appreciated!"
Katherine 2-night trip
Posted 1 day ago
Anne Shirley Motel & Cottages