Vacation rentals in Summerside

A modern duplex exterior is showcased, featuring a combination of grey and white siding with a sloped roof. The front door, along with two large windows, is visible, while a driveway leads to an attached garage. Lush green grass complements the structure.

4.94 out of 5 average rating, 31 reviews

Modern new duplex in Summerside

Enjoy a stylish experience at this centrally located place in a quiet subdivision in Summerside, PEI. Recently completed new construction (February 2023 landscaping & driveway will be finished in May) with all new furniture, appliances, cookware, BBQ, etc. Great location only 15 min. from the Bridge, 20 min. from Cavendish, 35 min. from Charlottetown and Mill River! Restaurants, shopping 5 min. After all that summer fun, relax on the back deck and watch the sunset on this beautiful island!

Guesthouse 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.

4.98 out of 5 average rating, 247 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.

Guest suite in Summerside

A spacious bedroom features a large bed with light bedding and decorative pillows. A serene piece of wall art depicting coastal scenery adorns one wall. An elegant fireplace adds character, complemented by tasteful decor and natural light flowing in from an adjacent room.

4.97 out of 5 average rating, 71 reviews

Orchard House, part of the Lot 19 Cider Company.

The west wing of our heritage home is now available as a self contained apartment for travellers who would like to stay and unwind for a few days, or even longer. There is everything you need! From the private entrance to the fully equipped kitchen/laundry, large sitting room with Cable TV and two large bedrooms with en-suite baths, you will lack for nothing! Our home is circa 1878 and features the architecture of William Critchlow Harris, and lovingly restored over the past 20 years.

A spacious waterfront home is featured alongside a well-maintained lawn. The property's exterior showcases a modern design with large windows and a front entrance. A shed is visible on the left, while the bay can be seen in the background on a clear, sunny day.

4.98 out of 5 average rating, 51 reviews

Bayside Retreat

Bring the whole family to this impressive home away from home! Located within a 10-minute drive to Summerside, this quiet, waterfront home offers your family a comfortable and well-designed space to enjoy your next vacation. Enjoy your morning coffee or afternoon cocktail from the deck overlooking the bay. Have loads of fun in this full-sized 3-bedroom home playing games, touring around PEI, going to the local beaches, enjoying the local restaurants, and all that PEI has to offer.

5 out of 5 average rating, 31 reviews

A well-defined pathway made of stone leads to a private entrance, framed by a wooden pergola adorned with warm string lights. A small outdoor seating area is visible, surrounded by neatly kept grass and flower pots, enhancing the welcoming entryway.

Apartment in Miscouche

Live Edge Suite

This cozy apartment has everything to make you feel right at home. Newly renovated 1-bedroom ground level apartment with private parking and private entrance. This unit is fully equipped with Bell Fibe TV & internet, new Smart 70” TV, revamped kitchen & living room area, newly renovated bathroom with standup shower and bench. The bedroom is equipped with a queen bed, new hybrid mattress, and a walk in closet with lots of storage. Within a few kms to gas, groceries, and restaurants.

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.

4.97 out of 5 average rating, 72 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.

4.95 out of 5 average rating, 19 reviews

A bright living room is filled with natural light, featuring two large couches and a wooden coffee table at center. Large windows reveal a view of colorful trees outside. A simple light fixture hangs from the ceiling, enhancing the spacious layout.

Cottage in Summerside

The Coastal Cowgirl Retreat

Take it easy at this unique and tranquil getaway in Prince Edward Island. With acres of natural trails through the woods to the gorgeous Bedeque Bay (for kayaking, swimming, fishing or clamming, etc) you'll be surrounded by nature and enjoying the simple life 5 minutes to Summerside, 30 min to Charlottetown & Cavendish. We live down the road and will make sure you have everything you need during your stay. Seasonal rental available Oct 2025-June 2026

4.94 out of 5 average rating, 16 reviews

A cozy corner features a soft brown armchair with a decorative pillow, positioned near a window covered by dark curtains. A small wooden side table stands beside the chair, and a circular mirror is mounted on the wall, alongside green wall decor.

Apartment in Linkletter

Private 2BR Haven at Chippers with Garage

Experience comfort and charm at 30 Chippers Street. This 2-bedroom, 2-bathroom unit is conveniently located near amenities in Summerside, PEI. Nestled near the waterfront in a new development, it offers modern amenities and cozy interiors, perfect for families or friends. Enjoy a short drive or bike ride to local cafes and beaches, or relax on the private patio. Ideal for those seeking relaxation and convenience in beautiful Prince Edward Island.

4.89 out of 5 average rating, 119 reviews

A cozy cottage with a yellow exterior is framed by lush greenery. A small pathway leads to the entrance, which features a porch with railings. Large windows allow natural light, and a sign can be seen above the door, indicating its welcoming nature.

Guesthouse in Albany

Cozy Cottage close to Chelton Beach!

Please join us at our cozy cottage in Chelton, PEI! The cottage has one bedroom, small kitchen, bathroom and private deck. The cottage is nestled on a treed property and is only a three minute walk to a quiet red sand beach. Enjoy the privacy and convenience of this location. The cottage includes parking, is a short drive to Confederation Bridge and is centrally located between Summerside, Charlottetown, and Cavendish.

4.99 out of 5 average rating, 210 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.

Apartment 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.

Two rocking chairs with teal upholstery are positioned near a large window, offering a view of the garden outside. A small table sits between the chairs, accompanied by a potted plant. Soft, patterned curtains frame the window, enhancing the inviting space.

4.98 out of 5 average rating, 54 reviews

Guest Suites at Willowgreen Farm

Take time to relax at this unique and tranquil getaway, located on a farm in the City. The whole house is yours to enjoy while resting from your day of adventuring across the Island, take a walk on the Confederation trail, around the gardens or enjoy a day in, reading in the window nook. Grammies home has always been a place of special times and spoiling…. Come home to the farm.

4.98 out of 5 average rating, 111 reviews

A charming beach house is surrounded by lush greenery and colorful lupin flowers. The exterior features a light-colored facade with a green roof, complemented by a carport visible to the side. Clear blue skies are seen above, creating a bright and inviting atmosphere.

Cottage in Kensington

The Sea Drift by MemoryMakerCottages by the Beach!

Wonderfully spacious beach house with screened in gazebo just steps away from the famous Twin Shores beach and centrally located on the beautiful province of Prince Edward Island boasting breath taking views, world class golf courses and beaches that are second to none. HST included. Open year round. Annually inspected and licensed by Tourism PEI #2101325.

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Popular amenities for Summerside vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Summerside

5 out of 5 average rating, 119 reviews

The kitchen area is illuminated by pendant lights and features granite countertops, stainless steel appliances, and a spacious island with seating. Large glass doors open to the deck, providing a view of the wooded surroundings.

Guest suite in Ellerslie

Luxurious 2 Bedroom Seaside Escape

A charming house with a light-colored exterior is framed by a modest yard. Steps lead to a wooden porch, while shrubs and a small tree add greenery. The roof is sloped and covered with shingles, and a light fixture is mounted beside the front door.

5 out of 5 average rating, 6 reviews

The Little White House

A vibrant blue house is depicted, featuring a two-story structure with multiple balconies. Flower beds with a variety of colorful plants surround the exterior. Red outdoor chairs are positioned on a gravel area, offering a welcoming outdoor space. Clear blue skies are visible above.

5 out of 5 average rating, 20 reviews

Blue Lobster @Summerside Harbour

A charming Victorian-style home is depicted, showcasing a grey exterior with white trim. The spacious front porch is highlighted, surrounded by a lush green lawn featuring seasonal flowers. A winding driveway leads to the home, conveying a welcoming presence in a tranquil neighborhood setting.

4.9 out of 5 average rating, 10 reviews

B&B's Summerside Getaway

The exterior of a detached home features a light blue wood-paneled facade, characterized by a mix of windows and a screen door. A Canadian flag is displayed prominently on the wall. A small set of wooden steps leads up to the entrance, surrounded by green grass and plants.

5 out of 5 average rating, 3 reviews

Spot On Sheen