Family-friendly holiday rentals in Summerside

4.96 out of 5 average rating, 429 reviews

A bright hot tub building features large windows allowing natural light to fill the space. The hot tub is centrally located, accompanied by a small wooden stool and an indoor plant. Wooden beams add a rustic charm to the ceiling.

Cottage in Darnley

Rest Ashored by Memory MakerCottages with Hot-tub!

Rest Ashored is a seaside cottage on a spacious 1 acre lot along Green Gables North Shore. Beautifully furnished three-bedroom private cottage with lovely water views, from the upper and lower decks which overlook the Baltic River. Included is a private hot tub building to optimize your rest and relaxation! A perfect place for a quiet retreat to create family memories. Ideally located close to beaches, restaurants, golf, kayaking, and more. HST included. Licensed with Tourism PEI # 2101164.

KitchenIndoor spacesGrill

4.94 out of 5 average rating, 140 reviews

A cozy canvas bell tent is nestled among tall trees in a forested area. A wooden deck supports the tent, with chairs and a table positioned nearby. Soft gravel and natural vegetation surround the site, creating a tranquil atmosphere.

Tent in Hope River

Private bell tent in the Cavendish resort area.

Welcome to the Cozy Earth Off-grid Glamping Retreat! Enjoy the secluded and private setting of our cozy 4 season canvas bell tent, complete with queen size bed, heated outdoor shower and propane heater for those chilly evenings. Located minutes from renowned Cavendish Beach National Park. You can enjoy miles of white gold sand, scenic golf courses, deep-sea fishing, hiking trails and world famous lobster suppers. Enjoy what the Cavendish resort area has to offer from this central location!

KitchenIndoor spacesComfort

Guest house in Johnston Point

A serene view from the balcony showcases the expansive ocean, framed by a vibrant green lawn dotted with yellow flowers. A comfortable chair is positioned on the balcony, inviting relaxation while enjoying the gentle coastal scenery.

4.99 out of 5 average rating, 283 reviews

The Snug

Welcome to The Snug! First enjoy the beautiful drive to the Northumberland Strait. Then relax in our guest house above the garage ... a private and cozy space with ocean views and access ... a wonderful place to disconnect, unwind and breathe in the fresh salt air ... & SWIM! We will welcome you and share our knowledge of the area - 15 mins to Murray Corner, 30 mins to Shediac, PEI and Nova Scotia .... Discover wineries, bistros, artisans, hiking/biking trails, unique shops, golf courses.

FamilyKitchenDecor

4.98 out of 5 average rating, 89 reviews

The modern exterior of a two-story home is showcased with a combination of white and wood paneling. Large windows span the upper level, while two garage doors are visible on the ground floor. The home is set against a clear blue sky and expansive green fields.

Home in Kensington

Sunset Hideaway

Modern but modest newly built home, located centrally in the heart of PEI. Two bedroom, one bathroom, sleeps six very comfortably due to large sectional and/or air mattress provided. 12 kilometres from Summerside, 25 kilometres from Cavendish beach and 50 kilometres from Charlottetown. Whether you are traveling or visiting with family and friends, looking to explore the beaches, needing a peaceful stay-cation or planning a golfing trip. This is a perfect location for your vacation needs.

FamilyKitchenAccess

4.97 out of 5 average rating, 211 reviews

A charming century home is showcased in soft evening light, featuring a peaked roof with intricate gables. Greenery and colorful flowers are visible in the well-maintained garden, with a welcoming yellow door at the entrance and decorative trim along the porch.

Home in Crapaud

Yellow Door 44

Lovingly restored century home in quaint friendly village. Designed to provide guests with all they need to have a fun and relaxing getaway! 3 large queen bedrooms and 1 cosy single. Updated kitchen with stainless steel appliances perfect for a night in. 4 minute drive to charming Victoria by the Sea (amazing restaurants, shops, chocolate factory). Half way between Charlottetown & Summerside, minutes to the Confederation Bridge. Famous North Shore beaches a quick drive away. Licence #2202853

Indoor spacesFamilyTV

A comfortable living room is depicted with a sectional gray sofa arranged around a central round table. A floral print hangs on the wall above, accompanied by family photos in a frame. Light-colored armchairs and lamps provide additional seating and illumination.

4.98 out of 5 average rating, 91 reviews

Welcoming you to a Cozy Home for an Island Gataway

This 2 bedroom, 2 Bath home is located only 5 minutes to Summerside Boardwalk, parks, trails and restaurants. The home includes a king and a queen bed with air conditioning in both rooms. Take time to relax in the soaker tub after a long day of sightseeing or beach going. Kitchen is fully equipped with everything you may need, which also has air conditioning. Enjoy the large deck with a BBQ and outdoor seating. We look forward to welcoming you to your home away from home.

KitchenFamilyAir conditioning

4.99 out of 5 average rating, 79 reviews

A single-story home with a light-colored exterior and a metal roof sits on a well-maintained lawn. The front features a small set of steps leading up to a deck with black chairs. Surrounding greenery adds to the peaceful setting.

Cottage in Summerside

Silver Waters Cottage

Nestled in a peaceful residential area just outside city limits, Silver Waters offers a stunning water view. Conveniently located, it's only minutes to Summerside, 20 minutes to the Confederation Bridge, 35 minutes to Cavendish, and 50 minutes to Charlottetown. Enjoy proximity to dining, shopping, beaches, and more. Whether you seek relaxation or adventure, this prime location grants easy access to all the island offers. PEI Tourist Establishment License #: 2101179.

FamilyKitchenBathroom

A charming blue exterior of a detached home is showcased, featuring light-colored shingles and a bright Canadian flag. Vibrant orange flowers bloom in the front yard, adding color and life. An air conditioning unit is positioned alongside the house for comfort.

5 out of 5 average rating, 21 reviews

Spot on Sheen

Enjoy a cozy stay at this centrally located detached home. Just one block from the ocean and boardwalk. Equally close to the Credit Union Place where a thriving year round recreation and events schedule awaits your arrival. After a day of excursions come home and rest well on a comfortable Queen bed. Sofa is foam upgraded double mattress. A sunset awaits you every evening at the boardwalk/beach just one block away. Unlimited High Speed Internet is provide.

FamilyIndoor spacesLong stay

The open living and dining area features a wooden dining table surrounded by black chairs, with a relaxed seating area including a light-colored sectional sofa and a hanging chair. Natural light fills the space through large windows, complemented by modern lighting fixtures.

5 out of 5 average rating, 39 reviews

Bright open concept duplex

Enjoy a stylish experience at this centrally located place. In the heart of Summerside, you can take a walk around the city and explore our beautiful waterfront and sweet shops- or just a 20 minute drive to one of our many beaches. This beautifully decorated duplex is the perfect spot for a couple. The master features a king size bed, fireplace, tv, walk-in closet & an ensuite bathroom with a soaker tub. 2nd bedroom is set up as an office.

Indoor spacesKitchenCheck-in

A charming two-story house displays a light blue exterior with contrasting dark shutters. The front is accompanied by a small set of steps leading up to the entrance, flanked by greenery and a large tree, with clear skies overhead.

5 out of 5 average rating, 10 reviews

Sunny Home in Central Summerside

Welcome to our comfy, bright house in Central Summerside! This 3 bedroom 1 bathroom house sleeps 6 and is ideal for families. It has been beautifully restored and modernized: from the gleaming hardwood floors to the sunroom, the whole home is filled with natural light. Located just a few blocks from the 7km boardwalk, shops and waterfront, this is a convenient base to explore Prince County. No pets, no smoking of any kind on property.

FamilyAccuracyCheckout

4.94 out of 5 average rating, 106 reviews

A two-story white home is set against a clear blue sky, framed by green grass and trees. A covered porch is visible on the left, with white chairs arranged in the yard. Large windows provide a view into the living space.

Home in Kensington

Graham’s Road Country Home

Our country home is nestled in the rolling hills of the peaceful Graham’s Road community, offering a relaxing and authentic PEI escape. Just minutes from Cavendish and some of the island’s most beautiful beaches, you’re also close to top seafood restaurants, fresh local markets, golf courses, and deep-sea fishing. End each day taking in stunning countryside views and some of the best sunsets on the island.

Indoor spacesKitchenAccuracy

4.99 out of 5 average rating, 243 reviews

A charming blue house features a well-maintained lawn with neatly trimmed shrubs and flowers at the base. Large windows allow natural light to enter the living spaces. The front porch is accessible via a set of steps, enhancing the welcoming exterior.

Flat in Summerside

Travellers Rest Apartment

Perfect spot for single or couple for a week or weekend getaway or a business trip with high speed internet or wifi. Fully equipped unit attached but a separate apartment to the main house but totally private. New glass shower, air conditioning and a lovely deck and firepit for those warm evenings. Just the two of us live in the main house so you will have all the privacy you need.

FamilyIndoor spacesQuiet

Popular amenities for Summerside family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 103 reviews

Cottage in Cavendish

Private hot tub/corner lot Cavendish condo resort

Indoor spacesKitchenPool

Cottage in Beaubassin East

5 out of 5 average rating, 125 reviews

Bois Joli Relax

KitchenIndoor spacesNearby

4.93 out of 5 average rating, 131 reviews

The exterior of a winterized cabin is shown, featuring a light yellow facade and red accents. The front porch is framed by wooden railings, with two light fixtures illuminating the entrance. A striking red door opens into the cabin, complemented by a large window with decorative trim.

Guest house in Brookvale

Peaceful Country Cabin #1

Indoor spacesKitchenWalkability

5 out of 5 average rating, 127 reviews

The living room features a spacious sectional sofa and an armchair arranged around a coffee table, creating an inviting space. Natural light floods in through multiple windows with soft shades. An artwork of a cow hangs on the wall, adding a unique touch to the decor.

Home in Memramcook

Cozy Dover Retreat with private Hot Tub

Indoor spacesKitchenLocation

4.96 out of 5 average rating, 232 reviews

Chalet in Cocagne

Ocean Spa & Play Retreat- Sauna HotTub Beach Pool!

Indoor spacesFamilyHot tub

4.99 out of 5 average rating, 172 reviews

A charming cabin nestled among trees is approached by a stone pathway. The surrounding greenery, featuring shrubs and tall trees, creates a serene environment. Soft sunlight filters through the leaves, illuminating the cabin's exterior, which is complemented by a tranquil natural setting.

Cabin in Belfast

Miracles on Polly - Memory Lane Cabin

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 202 reviews

A charming waterfront cottage is shown set against a clear blue sky. The exterior features a grey facade with a metal roof and a spacious wooden deck. Surrounding the cottage, a green lawn is dotted with trees, enhancing the natural setting.

Cottage in York

Steel Away (Cottage)

FamilyKitchenDecor

4.95 out of 5 average rating, 221 reviews

Sunset casts a warm glow over a serene lake, viewed from a private deck. Two classic wooden chairs and a small table are positioned beside the dome, providing an inviting spot to enjoy the peaceful surroundings and the reflection of trees in the water.

Dome in Jolicure

Lake Front Private Dome

Indoor spacesKitchenQuiet

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 110 reviews

A charming white house with a steeply pitched black roof is set against a bright blue sky. A welcoming front porch features two chairs and decorative planters. Expansive green grass surrounds the home, highlighting the picturesque countryside landscape.

Home in Bonshaw

Country Get Away

Indoor spacesKitchenHiking

4.98 out of 5 average rating, 282 reviews

A yurt with a rounded, tan roof is situated on lush green grass, overlooking a tranquil beach area. The tide reveals a sandy shoreline, with gentle waves lapping at the edge. Several beach chairs are positioned nearby, enhancing a relaxed coastal setting.

Yurt in Botsford

Beachfront Yurt...Just you and the Beach!

KitchenIndoor spacesHospitality

Cottage in Borden-Carleton

A cozy cottage is surrounded by lush green grass, featuring a wooden deck with multiple seating options. A screened gazebo is nearby, offering additional space for relaxation. The setting is complemented by trees in the background, creating a serene outdoor environment.

4.89 out of 5 average rating, 202 reviews

Country Lane Cottage "OCEAN VIEW" (Lic:2101252)

KitchenIndoor spacesValue

Superhost

A unique Earthship home is set against a backdrop of lush greenery, featuring a distinctive yellow exterior with large solar panels on the roof. Flowering plants surround the entrance, and a picnic table is positioned on the grassy area, providing a perfect spot to enjoy nature.

Earthen home in Hope River

4.83 out of 5 average rating, 177 reviews

Unique Off Grid Earth Home

FamilyIndoor spacesNearby

Cottage in Stanley Bridge

A cottage with a covered porch is surrounded by lush greenery. Large windows create an airy ambiance, and light from within adds warmth to the exterior. The well-maintained lawn complements the structure, providing an inviting outdoor space.

4.98 out of 5 average rating, 101 reviews

Beautiful 2 Bedroom cottage on the Stanley River

KitchenIndoor spacesNearby

4.99 out of 5 average rating, 149 reviews

A charming cottage with a red exterior is situated on a spacious lawn. The front porch is framed by colorful shrubs, and a gravel path leads to the entrance. Mature trees line the property, providing a serene country setting.

Cottage in Rocky Point

Red Gable Cozy Country Cottage PEI, Canada

FamilyKitchenCondition

4.87 out of 5 average rating, 109 reviews

A red cliff features layered rock formations, with the ocean visible in the background. The shoreline showcases rippled patterns in the wet sand, reflecting blue skies and calm waters. A wooden railing can be seen along the top of the cliff, adding a sense of elevation.

Cabin in Albany

Cottages on PEI – Three Bedroom – Oceanfront

Indoor spacesFamilyParks

4.88 out of 5 average rating, 8 reviews

The living area features a comfortable sofa and a coffee table, with natural light streaming through two windows. A small dining table with stools is positioned nearby. A flat-screen TV hangs on the wall, and the entrance door opens to the outdoors.

Flat in Summerside

Cute, Private lower apartment

FamilyLocationAccuracy

Family-friendly home rentals with a pool

5 out of 5 average rating, 14 reviews

A covered wrap-around patio features several red Adirondack chairs and a dining table with four chairs, inviting outdoor seating. The patio is surrounded by greenery, offering a serene view. A BBQ grill is set on one side, enhancing the outdoor dining experience.

Villa in Breadalbane

19th Hole By The Sea near Cavendish

KitchenIndoor spacesSleep quality

Superhost

A spacious outdoor deck features several bright yellow Adirondack chairs arranged around a glass-topped table. Lush green grass extends towards the water, with a gentle view of the expansive landscape under a cloudy sky.

Home in New London

4.77 out of 5 average rating, 22 reviews

Seaside family-friendly beauty!

KitchenIndoor spacesLocation

4.95 out of 5 average rating, 55 reviews

A private hot tub is positioned on a spacious deck, illuminated by string lights overhead. Comfortable outdoor seating is arranged under the porch, with a grill visible in the background. Large glass doors provide access to the indoor living space.

Home in Breadalbane

Hot Tub, Secluded Location, Golf View (HST Incl)

KitchenFamilyTV

4.9 out of 5 average rating, 40 reviews

An aerial view captures a serene cabin community surrounded by lush greenery and trees. Well-maintained grassy areas and roads are visible, along with several cabin structures featuring various rooftops, including a prominent red-roofed building. The distant landscape offers scenic vistas of fields and water.

Cottage in Cavendish

Two Bedroom Deluxe Cottage A

KitchenIndoor spacesSleep quality

4.96 out of 5 average rating, 24 reviews

A charming cottage entrance is framed by lush greenery and vibrant flowers. A red lighthouse sculpture stands beside a wooden pathway leading to the door, which is flanked by decorative hanging planters. The blue exterior of the cottage is complemented by the natural surroundings.

Cabin in Kensington

Cottage In Long River With Pool

KitchenIndoor spacesHospitality

4.82 out of 5 average rating, 66 reviews

A single-story residence is shown, featuring a sloped roof and a covered porch. Two wooden chairs are positioned on the porch, and a fenced area is adjacent to the home. The surrounding lawn is well-kept, and trees are visible in the background under clear blue skies.

Villa in Breadalbane

Villa in Stanley Bridge

Indoor spacesFamilyLong stay

4.83 out of 5 average rating, 54 reviews

The wooden deck features a grilling area with a barbecue grill, surrounded by several chairs for seating. A swimming pool is visible in the distance, bordered by a safety fence. Lush greenery is seen beyond the pool area, providing a natural backdrop.

Villa in Breadalbane

Paradise Villa - Private accommodation, near golf

KitchenFamilyGrill