Vacation rentals in Head of Hillsborough

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Top-rated vacation rentals in Head of Hillsborough

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Guest favorite

Dome in Cardigan

4.99 out of 5 average rating, 113 reviews

Shoreline Retreat River front luxury geo-dome

Relax and enjoy the beautiful Cardigan river from the comfort of your own 2 bed, full kitchen & full bath luxury dome with private deck and hot tub and hammock . Wifi and smart TV included. Close to Confederation trails, liquor store, restaurants, golf courses and grocery stores. Beach access, clam digging etc ( water shoes recommended due to shells) Central fire pit to enjoy evening s’mores. Access to laundry facilities on site for weekly rentals. PEI tourism establishment licence # 1300740

Superhost

Cottage in Morell

4.82 out of 5 average rating, 39 reviews

Lakeside Beach Cabin

Your Beach Cabin is only steps away from Lakeside Beach and beside Crowbush Golf Course. Close by; you'll also find horseback riding, hiking, biking trails, kayaking, fishing, restaurants, groceries, fuel, a liquor store, and more! You’ll love Lakeside's unique ocean landscape and your cabin's coziness, large yard, firepit, and deck. This loft-style cottage has ladder stairs to the second level, and it is excellent for couples, families, and solo adventurers. Mi Casa es Su Casa Mike Roberts

Guest favorite

Cottage in Mount Stewart

4.93 out of 5 average rating, 15 reviews

Front Row Seat to the Perfect PEI Beach

Down a tranquil country lane 30 minutes from Charlottetown is where you'll find Bluebird Cottage. You'll know it right away by its French Blue exterior with Coral doors and White deck, mere steps from the sand. It has 3 bdrms plus a bunkhouse and 1.5 bathrooms - even an outdoor shower!. The LR/DR/kitchen area is open, carefully designed to maximize the view. There is a washer/dryer, high speed internet, a 24" TV and a heat pump for AC. Swim. Stroll. Or just stare. Rest. Recharge. Rejuvenate.

Guest favorite

Home in Mount Stewart

4.91 out of 5 average rating, 81 reviews

JACKIE'S PLACE IN THE HEART OF MOUNT STEWART

Located in Mount Stewart, PE. We are 25 mins from Charlottetown, 10 mins from Savage Harbour Beach, 10 mins to The Links at Crowbush Cove. We are just meters away from the Confederation trail. This home is renovated with a fresh new look. All neutral colours and a welcoming feel. This home has a large kitchen, dining table for 4, lots of counter space and bright windows. We have four bedrooms on the second floor and a large bedroom on the main floor. This home is nonsmoking inside.

Guest favorite

Cottage in Georgetown

4.98 out of 5 average rating, 86 reviews

Sea-Esta Cottage @ the beach with Lighthouse View

Sea-Esta Cottage has couples in mind! An exceptionally comfortable queen bed with room-darkening window coverings and AC ensures a great night's rest. This studio cottage offers many unique amenities; a LIGHTHOUSE and WATER view right from your cottage, seal watching from our kayaks, digging clams at our beach, swimming in warm sheltered waters and watching stunning PEI sunsets! *Also includes a pull-out trundle (single bed) for those who are travelling with one child or a friend.

Guest favorite

Cottage in Saint Peters Bay

5.0 out of 5 average rating, 10 reviews

Bay Breeze Bungalow

Beautiful 2 bedroom 2 bath bright and spacious home. Enjoy your coffee in the morning on the covered front porch while enjoying the view of the bay. Take a 2 minute walk to check out the shops at the landing or a 5 minute drive to Greenwich to explore the dunes. Then relax in your soaker tub In the evening before enjoying the sunset over the bay. Nestled in the heart of the community. Adjacent to the confederation trail, Greenwich national park, and Mysa Nordic Spa.

Guest favorite

Cottage in Mount Stewart

4.96 out of 5 average rating, 28 reviews

Cheerful 1 Bedroom cottages with stunning views

This one bedroom cottage has everything you are looking for when you are vacationing on PEI. You are surrounded by beauty and nature everywhere you look. This will be your place to unwind and relax at the end of a long day exploring the Island. You will be five minutes away from the beautiful Dalvay beach. It is a short 10-15 minutes drive to amazing golf courses, and only 20 minutes way from Charlottetown. You will not be disappointed! Licence number # 2203275

Guest favorite

Bungalow in Oyster Bed Bridge

4.91 out of 5 average rating, 195 reviews

The Robin Cottage - Stargazing!

Now for a limited time - 10% off on weekly stays! The Robin cottage is set back from the road with 3 other cottages. Fully equipped with all the extras! Our cottages are conveniently located in the populair north shore area. 20 min away from Charlottetown and Cavendish, and only 5 min away from Brackley Beach. Each tip of the island is easily reached within an 1.5 hours. This is the perfect place to gather your family for a get-a-way and to explore the island!

Guest favorite

Cottage in Morell

5.0 out of 5 average rating, 9 reviews

Diego's Den two-bedroom cottage air-conditioned

Cute little 2-bedroom air conditioned cottage ideally located in Eastern PEI midway betwen Morell and St. Peter's Bay. A short drive to Greenwich National Park, Lakeside Beach, restaurants, groceries, Confederation Trail, etc. Centrally located for easy access to Charlottetown, Souris, Montague and Georgetown, you have options for many adventures. This cottage has a 3 star Canada Select rating and is licensed with the Province of PEI Lic#2301123.

Guest favorite

Cottage in Saint Peters Bay

4.97 out of 5 average rating, 29 reviews

Shacks Rentals - Open year round (Cottage #1 of 3)

Three Cabins on site - Search 'SHACKS RENTALS' to find all listings! Also, visit lumbershacks. com to find Airbnb links for all three cabins. This cozy, rustic cabin has everything you need to enjoy a relaxing stay. The cabins location is only a short walk from central St. Peters Bay and one of the most beautiful sections of the Confederation Trail. St Peters has beautiful scenery, walking trails and is also home to local shops and delicious food.

Guest favorite

Cottage in York

4.95 out of 5 average rating, 116 reviews

Steel Away (Cottage)

We now have a fully renovated, waterfront cottage available for weekend getaways or extended escapes. An open concept complete with a Queen bed and two twins bunks, kitchen, bathroom, deck and private hot tub. Located at the end of Queens Point on Tracadie Bay, guests can enjoy all the Island has to offer from our central location, or get away from it all and enjoy the Off Season star filled nights from the comfort of a hot tub.

Guest favorite

Apartment in Georgetown

4.91 out of 5 average rating, 184 reviews

Brudenell River loft

The Brudenell loft is located in Georgetown Royalty, minutes down the road from World renowned golf courses ,Brudenell and Dundarave. Close to confederation trail and just outside the beautiful town of Georgetown , this loft over looks the Brudenell river and has beach access just across the street and accessible through the green space.The wrap around deck will allow you to sit and and enjoy the panoramic view.