Cottage vacation rentals in Summerside

4.96 out of 5 average rating, 356 reviews

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.

4.87 out of 5 average rating, 158 reviews

Cottage in Albany

Leah's Beach Haven ~ Ocean View Cottage

NEW for 2024 Fire Table!! ~ AIR CONDITIONING!!Beautiful, newly renovated two bedroom cottage in Chelton, Prince Edward Island. The cottage has a gorgeous ocean view from the front deck. Long walks on a sandy beach and breathtaking sunsets will make this your new home away from home, with Wifi and Satellite tv. As kids, our parents used to take us to the beach here at Chelton during the summer. Now we have made it a summer residence for our family. Licensed and Inspected by Tourism PEI.

4.99 out of 5 average rating, 68 reviews

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.

4.98 out of 5 average rating, 128 reviews

Cottage in Kensington

Long River Retreat in the heart of Anne’s Land

This newly remodelled cottage is located in the beautiful river front community of Long River. Situated among the trees about 300 feet from the river, the cottage is 15 minutes from Cavendish, 10 minutes from Kensington, 25 minutes to Summerside and 40 minutes to Charlottetown. This quiet setting allows easy access to all that PEI has to offer including delicious local seafood, 5 great golf courses, local deep sea fishing and some of the worlds best beaches.

Superhost

4.88 out of 5 average rating, 42 reviews

2 Bedroom Waterfront Cottage

Beautiful 2 bedroom waterfront cottage off of the Malpeque Bay with private beach access. Two queen size beds. Couch is a Pullout couch to house more guests. 3 kayaks are included for recreation complete with life jackets and paddles. The bay is perfect for the kayaks. Also included is a BBQ, TV, board games, lawn games, etc. Just minutes from downtown Summerside and minutes from PEIs famous north shore white sand beaches makes this stay well sought after.

4.95 out of 5 average rating, 19 reviews

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

Cottage in Borden-Carleton

4.89 out of 5 average rating, 191 reviews

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

Cozy Country Cottage located just off the Confederation Bridge. Great Ocean View....Enjoy breath taking Sunsets on the Deck or in the new 12x12 "screened in" Gazebo and enjoy warm summer evenings by the Fire pit. Great view of Confederation Bridge and Beautiful Sandy Beach. BBQ and Wi-fi available. Weekly Bookings only from June 27th - September 4th. Off Season -Two Day minimum booking SEASONAL - Available May 1 - Oct 31st.

4.99 out of 5 average rating, 132 reviews

Cottage in Rocky Point

Red Gable Cozy Country Cottage PEI, Canada

Perfectly centralized for all your PEI adventures. Spend your time in the cozy loft reading, practice your golf swing, relax on the porch or chat at the fire pit. This 2 bedroom sleeps 6, with 2 additional twin beds in the loft. Self-check-in available. Wifi, full kitchen, AC, heat, washer/dryer. Available all seasons. Close to several local attractions and golf courses. July/August there is a seven night minimum stay.

4.92 out of 5 average rating, 26 reviews

The Nook - Sherbrooke Cottages

Welcome to The Nook of Sherbrooke Cottages! Enjoy this quaint cottage as you take in the breathtaking sunsets while you enjoy a coffee or glass of wine on the private deck overlooking Malpeque Bay. Our cozy oceanside cottage is centrally located in the tranquil area of Sherbrooke. Less than 10 minutes to Summerside, 30 minutes to Cavendish, and 40 minutes to Charlottetown this quiet space is close to all amenities.

4.98 out of 5 average rating, 50 reviews

Highview Hideaway - Newly Renovated Cottage

We welcome you to Highview Hideaway, a newly renovated cottage tucked into the quiet and beautiful neighbourhood of Schurman's point. Centrally located for all your beach, golfing, shopping, and dining needs: Located minutes from Summerside 22 minutes from Confederation Bridge 30 minutes from Cavendish 49 minutes from Charlottetown 42 minutes from Charlottetown Airport PEI Tourist Establishment License #2101331

Superhost

Cottage in Lot 19

5 out of 5 average rating, 8 reviews

Schurman’s Shore Waterfront Cottage #7

Waterfront cottage accommodations centrally located on PEI. We are just five miles from Summerside where the North Cape Coastal Drive, Green Gables Shore and Red Sands Shore all intersect. We are also located mid-way between The Confederation Bridge (20 Klms South) and Cavendish-Green Gables (20 Klms North). A perfect location to spend your vacation. Groceries, shopping, dining and golf are all within five miles.