Summerside holiday lettings

We found 170 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in Summerside that are perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a washer and dryer. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Summerside

Showing deals for:15 Jan - 22 Jan

Image gallery for Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1

Exterior
10 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)

Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1

Long River

8% off
Price is £783
for 7 nights, 1 cottage
£112 per night
includes taxes & fees
Spacious 3 BR Cottage, Quiet and Peaceful Inn The Woods Cottages PEI - Cottage 1

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Why visit Summerside

  • Scenic Waterfront: Enjoy leisurely walks along the picturesque Summerside waterfront, where stunning scenery meets vibrant local culture.
  • Historic Lighthouse: Visit the charming historic lighthouse, a symbol of Summerside's maritime heritage.
  • Cultural Experiences: Attend performances at the Harbourfront Theatre for a taste of local arts and entertainment.
  • Summerside Museum: Immerse yourself in local history at the informative Summerside Museum.
  • Exciting Racing: Experience the thrill of live racing at the Summerside Raceway, perfect for racing enthusiasts.

Popular types of accommodation in Summerside

Summerside, Prince Edward Island, is a charming city brimming with captivating attractions and experiences. Visitors can explore the scenic Confederation Trail, immerse themselves in local history at the Summerside Museum, or enjoy the vibrant atmosphere at the Harbourfront Theatre. With a variety of accommodation options, including cosy cottages, houses, and villas, finding the perfect summer rental in Summerside is a breeze. Experience the warmth and charm of this delightful destination.

  • Cottages: Ideal for a quaint getaway, these charming accommodations provide a rustic experience amidst nature.
  • Houses: Enjoy the comforts of home with spacious and well-equipped residences, perfect for families or groups.
  • Villas: Luxurious and stylish, these properties offer upscale amenities and stunning views for an indulgent stay.
  • Condos: Modern and convenient, these self-contained units are perfect for those seeking easy access to local attractions.
  • Agritourism: Experience the countryside with stays on working farms, combining relaxation with a taste of rural life.**

Top attractions in and around Summerside

Summerside, Prince Edward Island, is a charming city perfect for outdoor and family vacations. Explore its scenic boardwalk, visit the historic lighthouse, and enjoy local cultural experiences, including performances at the Summerside Theatre. The picturesque harbour provides a lovely backdrop for leisure activities, while the Summerside Raceway offers excitement for racing enthusiasts. With a delightful ambience, Summerside promises memorable adventures amidst stunning scenery.

  • Bishop's Machine Shop Museum: This historic building offers a fascinating glimpse into the region's industrial past, showcasing vintage machinery and tools that tell the story of craftsmanship in Summerside.
  • Chelton Beach Provincial Park: Although located a short drive away, this park features stunning coastal scenery, inviting visitors to enjoy outdoor activities and adventure amidst its beautiful landscapes.
  • Summerside Harbor: A picturesque harbour perfect for leisurely strolls, offering scenic views and a charming atmosphere, ideal for relaxing by the water.

Things to do recommended for couples

Summerside offers a charming escape for couples. Enjoy a leisurely walk along the waterfront, indulge in a romantic dinner at a local seafood restaurant, or explore the stunning landscapes of nearby Confederation Trail. Don't miss a sunset stroll on the beach for a truly unforgettable experience.

Things to do recommended for families

Families visiting Summerside can explore the interactive exhibits at the Canadian Maritime Heritage Museum and enjoy a fun day at the nearby Summerside Harbour, where children can learn about local marine life and enjoy the beautiful waterfront views.

Things to do recommended for groups

Groups in Summerside can enjoy a guided tour of the historic Confederation Bridge, visit the enchanting Harbourfront Theatre for local performances, and indulge in fresh seafood at charming waterfront restaurants, while taking in the picturesque coastal views of Prince Edward Island.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Summerside

If you're travelling with a group, family, or pets, or if you're seeking extended stays, it's important to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Summerside with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and much more on Vrbo.
  • Traveling to Summerside with young kids: Travelling with young children can be demanding. It’s essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it’s wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Summerside: For many, a family holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortably at home.
  • Planning for a long term stay visiting Summerside: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Summerside

Summerside, Prince Edward Island, is a charming city perfect for outdoor and family-friendly vacations. Explore the picturesque Summerside waterfront, where stunning scenery meets vibrant local culture. Stroll through downtown Summerside to experience its friendly atmosphere and discover unique shops and eateries. Don’t miss the Summerside Gem, a delightful spot for relaxation and enjoyment. With its blend of historical charm and trendy vibes, Summerside promises an unforgettable holiday experience.

  • Linkletter: Located a mere 3km from Summerside, Linkletter is a charming city that offers a delightful blend of outdoor experiences and scenic beauty. Visitors flock to this area for its stunning beaches and picturesque bays, perfect for relaxation and exploration. The local shopping mall provides a variety of retail experiences, making it a convenient stop for those looking to indulge in some retail therapy. Don’t miss the nearby national state park, where you can enjoy hiking trails and immerse yourself in the natural beauty that Prince Edward Island has to offer.
  • Slemon Park: Just 5km from Summerside, Slemon Park is an ideal destination for families seeking adventure and outdoor activities. This city boasts a range of recreational areas that cater to all ages, from playgrounds to sports facilities. The shopping mall and centre offer additional options for dining and retail therapy. Close by, you can explore beautiful beaches, significant monuments, and historic places, enriching your visit with cultural insights and leisure opportunities. It’s a perfect spot for a family day out, combining fun and education.
  • Miscouche: Situated 8km from Summerside, Miscouche is a hidden gem that invites visitors to enjoy its outdoor adventures and beautiful beaches. The recreational area provides various activities, including opportunities for education and golfing. With a stunning beach and a charming bay in proximity, you can unwind or partake in water sports. The local monuments add a touch of history to your visit, making Miscouche a worthwhile stop for those looking to experience the rich culture of Prince Edward Island while enjoying the great outdoors.

Best time to go to Summerside

If you're planning a trip to Summerside, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January22.3°F (-5.4°C)Light RainMostly CloudyAverageSlightly Low
February20.8°F (-6.2°C)Light RainMostly CloudyModerately LowAverage
March27.1°F (-2.7°C)Light RainMostly CloudyAverageSlightly High
April37.8°F (3.2°C)Light RainMostly CloudyAverageAverage
May48.2°F (9.0°C)Light RainMostly CloudyAverageAverage
June57.7°F (14.3°C)Light RainMostly SunnyModerately HighAverage
July66.4°F (19.1°C)Light RainMostly SunnyModerately HighSlightly High
August66.7°F (19.3°C)Light RainMostly SunnyModerately HighSlightly High
September59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
October50.0°F (10.0°C)Light RainMostly CloudyAverageAverage
November39.4°F (4.1°C)Light RainMostly CloudyModerately LowSlightly Low
December30.2°F (-1.0°C)Light RainMostly CloudyModerately LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, planning for a longer stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a helpful platform for you to organise your travel plans, allowing you to initiate new trips, resume where you last stopped, or simply keep track of your arrangements. You can easily find your saved or booked properties sorted into categories: Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical area of Summerside awaits your stay

Take a holiday to Summerside and enjoy the area's museums, history and monuments. Travellers especially like the restaurants, casino gaming and theatres in this welcoming and trendy city. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Summerside

Do you want to find attractions to see in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Summerside has to offer. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Haunted Mansion (7.7 mi / 12.4 km)
  • Red Sands Golf Course (11.9 mi / 19.1 km)
  • Burlington Amusement Park (12 mi / 19.3 km)
  • Darnley Greens Golf Course (12.9 mi / 20.7 km)
  • French River Golf Course (16.2 mi / 26.1 km)
  • Andersons Creek Golf Course (17.3 mi / 27.9 km)

Exploring the natural features in Summerside

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Summerside is a great place to get out in nature. Here are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Chelton Beach Provincial Park (6.6 mi / 10.7 km)
  • Marine Rail Park (10.7 mi / 17.2 km)
  • Cape Jourimain Nature Centre (16 mi / 25.8 km)
  • Cavendish Beach (17.6 mi / 28.4 km)
  • Linkletter Provincial Park (3 mi / 4.8 km)
  • Belmont Provincial Park (8.7 mi / 14 km)

Travelling to and around Summerside

The nearest airport is in Charlottetown Alexander B. Campbell Airport (YYG), located 32.3 mi (51.9 km) from the city centre.

Frequently asked questions

What is the best area to stay in Summerside when booking a holiday rental?
When considering a holiday rental in Summerside, Prince Edward Island, the downtown area is an excellent choice. This vibrant neighbourhood boasts a charming atmosphere, with an array of shops, cafes, and restaurants at your doorstep. You can explore the beautiful waterfront, where the Confederation Trail begins, offering scenic views and a superb spot for walking or cycling.

Another appealing option is the area near the Summerside Harbour, where you can enjoy stunning views of the water and watch the boats come and go. This location is also close to popular attractions such as the Eptek Art & Culture Centre, which showcases local art and history, and the historic Trinity Church, known for its remarkable architecture.

In terms of available properties, the downtown area features a variety of options, from quaint cottages to modern apartments, making it easy to find something that suits your needs.
How much does it cost to rent a holiday home in Summerside?
Prices for holiday rentals in Summerside vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Summerside to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Summerside holiday house rentals?
You can find great discounts on house rentals in Summerside on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Summerside?
For renting a beach house in Summerside, Prince Edward Island, the waterfront area near the Summerside Boardwalk is an excellent choice. This promenade is lined with charming cafes and shops, providing a vibrant setting for visitors. Properties in this area often boast beautiful views of the harbour and easy access to sandy beaches. Many beach houses come equipped with amenities such as spacious outdoor decks, barbecues, and fully stocked kitchens, superb for families and groups looking to enjoy seaside dining and relaxation.

Further along the coast, the vicinity around Spinnaker's Landing offers additional options, with beach houses that feature large living areas and proximity to local attractions, including artisan shops and eateries. These rentals often include outdoor amenities such as fire pits and picnic areas, ideal for evening gatherings under the stars.

Additionally, the nearby Prince Edward Island National Park offers stunning landscapes and recreational opportunities. Rentals close to the park typically provide easy access to hiking trails and bike paths, with some properties featuring outdoor showers for beachgoers and storage for bicycles.
What is the most popular type of holiday rental accomodation in Summerside?
In Summerside, holiday houses are the most popular type of holiday rental, with about 32 available throughout the area. These homes typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or larger groups seeking a comfortable stay. Many of these properties are situated near the waterfront, providing easy access to local attractions such as the Confederation Bridge and the historic downtown area. Additionally, there are around 12 apartments and several condos, which offer a cosier option for couples or smaller parties.
Are there any family house rentals in Summerside?
In Summerside, Prince Edward Island, there are several family-friendly house rentals available, making it an excellent choice for those travelling with kids. The neighbourhoods around the waterfront and historic downtown area provide convenient access to local attractions. Many of these homes feature spacious living rooms, fully equipped kitchens, and outdoor areas superb for family gatherings or playtime.

Visitors can enjoy amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay.
Can I find long-stay holiday rentals in Summerside?
A long-stay holiday rental in Summerside is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Summerside?
In Summerside, Prince Edward Island, there are several pet-friendly house rentals available that cater to travellers looking to enjoy a relaxing getaway with their furry companions. Many of these properties come equipped with essential amenities such as fully equipped kitchens, comfortable living spaces, and outdoor areas where pets can roam and play.

The area is also known for its beautiful waterfront, where you can take leisurely strolls along the boardwalk or visit nearby parks that are welcoming to pets. The scenic Confederation Trail, which runs through Summerside, offers ample opportunities for walking or cycling with your pet while enjoying the picturesque surroundings.
Are there any remote work holiday rentals in Summerside?
In Summerside, Prince Edward Island, there are plenty of remote work holiday rentals available, with around 44 options to choose from. Many of these accommodations are equipped with essential amenities for working remotely, including high-speed internet and comfortable spaces featuring desks and chairs. This makes it easy for travellers to balance work and leisure during their stay.

The town itself offers a charming coastal atmosphere, with nearby attractions such as the Confederation Bridge and the historic Summerside waterfront. Guests can expect properties that not only provide a conducive work environment but also opportunities for relaxation after hours, with some rentals featuring outdoor seating areas and proximity to local dining options. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Summerside holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Summerside with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Summerside?
In Summerside, popular holiday rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many rentals also offer onsite parking, making it convenient for those travelling with a vehicle. Guests can enjoy the outdoors on decks or patios that often accompany the properties, providing a lovely space to relax and take in the surroundings. Additionally, many rentals feature coffee and tea makers for a refreshing start to the day.
When is the best time to visit Summerside for a holiday rental?
The peak travel season in Summerside, Prince Edward Island, occurs between June and August, with July being the most popular month. This vibrant period attracts families and holidaymakers eager to enjoy the warm coastal weather and partake in various outdoor activities. Expect delightful temperatures ranging from 15 to 25 degrees Celsius, great for exploring the stunning beaches, picturesque boardwalks, and abundant local festivals celebrating the island's rich culture.

During these summer months, visitors can experience firsthand the lively option, enjoying everything from fresh seafood feasts to live music events. The beautiful landscapes and charming seaside views make it an ideal backdrop for relaxation and adventure alike.

For those considering a more budget-friendly option, visiting in December can be a wonderful choice. During this time, this month offers a unique opportunity to experience the island's winter charm, complete with festive decorations and a peaceful ambiance.

Ultimately, whether you prefer the bustling summer energy with its array of activities or the tranquil beauty of winter, Summerside has something to offer every type of traveller.
How early should I book a Summerside holiday rental?
Book your Summerside holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Summerside?
In Summerside, visitors can enjoy a variety of attractions that highlight the area's rich culture and scenic beauty. The historic Harbourfront Theatre hosts performances and events, making it a cultural hub for locals and tourists alike. Nearby, the Summerside Waterfront Boardwalk offers picturesque views of the harbour and is superb for leisurely strolls, with charming shops and cafes along the way.

The Canadian Potato Museum, located just a short drive away, provides insights into the region's agricultural heritage and is a unique stop for those interested in local history. For outdoor enthusiasts, the nearby Prince Edward Island National Park features stunning coastal landscapes and walking trails, ideal for hiking and exploring the island's natural beauty.
Can I change or cancel my Summerside home rental booking on Vrbo?
To find Summerside holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Summerside holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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