Vacation rentals in Head of Hillsborough

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Head of Hillsborough

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

Cottage in Morell

5 out of 5 average rating, 12 reviews

Diego's Den cute two-bedroom cottage

Part of Eileen's Country Cottages, this cute little 2-bedroom air conditioned cottage is ideally located in Eastern PEI midway between 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.

Superhost

Home in Mount Stewart

4.87 out of 5 average rating, 113 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.

Top guest favorite

Apartment in Morell

5 out of 5 average rating, 15 reviews

Harbour Hideaway "A Coachman's Apartment"

On the ground floor of our home is your small apartment with its own entryway and accommodation sleeping up to (4) guests. The bedroom has a queen bed and a flat screen TV. The living area has an innerspring queen-sized sofa bed and a flat screen TV. This area is separated by solid barn doors to ensure private sleeping quarters. The living/dining offers informal seating and a small kitchen with appliances and a 2-burner induction cooking plate. The full laundry is located in the bathroom.

Top guest favorite

Cabin in Belfast

4.99 out of 5 average rating, 111 reviews

Miracles on Polly - Memory Lane Cabin

Inspired by Mother Goose, or the figures one holds dear. A place for her to rest after a long fairy tale journey. A place to remember and cherish her mementos and treasures she has collected along the way. A cabin and space that embraces both creativity and comfort. Filled with antiques and refurbished furniture, pianos, and organs. This is our third cabin we have installed on our four acre property. There is an exclusive 6 person hot tub off the veranda and the sauna is only steps away.

Guest favorite

Houseboat in Murray Harbour

4.94 out of 5 average rating, 105 reviews

"The Cabernet"Floating Panoramic Wine Barrel

This unique, one-of-a-kind experience offers the perfect mix of adventure, comfort, and serenity, all while gently floating on the tranquil waters of Murray Harbour, PEI, at Nellie's Landing Marina. Fully air-conditioned for your comfort, The Cabernet is equipped with modern amenities including TV, a mini-fridge, and a tiki bar. New washrooms are just a short walk away in the common area. Also on site is a licensed Oyster Bar, The Dirty Sail, where you can enjoy fresh oysters & drinks

Top guest favorite

Apartment in Montague

5 out of 5 average rating, 30 reviews

The Cozy Loft

The Cozy Loft is located on the Montague River a very peaceful accommodations to sit back and relax or be a tourist. I am two kilometers from Montague,where their is a Sobey's and Superstore,two pubs (Copper Bottom and Bogside) ,hardware stores and restaurants etc. Montague has a beautiful waterfront and marina. The Confederation trail head is at the waterfront for walkers and cyclists. Brudenell golf course and Pammure Island beach is within twenty kilometers. Come and enjoy PEI!

Top guest favorite

Loft in Vernon Bridge

5 out of 5 average rating, 41 reviews

Avondale Suites (2)

Enjoy a quiet relaxing evening in our cozy open concept suites. Have a BBQ or sit around the fire pit. A great way to relax after a busy day of exploring PEI or game of golf (2mins away) Enjoy a beautiful morning or evening stroll down the confederation trail, just a step away. Our suites are equipped with all necessities and are centrally located, just a quick 20 minute drive to Charlottetown and 18 minute drive to Montague. 25 minutes from the Northumberland Ferry.

Top guest favorite

Home in Mount Albion

4.96 out of 5 average rating, 25 reviews

Lori's Country Lane Air BnB

Relax with the whole family in this incredibly peaceful space. With a BBQ and firepit on site, this will give you a real feel for our country life. You will be near walking trails, parks, and only minutes away from restaurants and theatres. Our capital city (just 15 minutes away) is host to our world-famous ice-cream, spectacular coffee, a beautiful waterfront and so much more! Remember, when staying on an island, you are never far from the beach, so bring your sandals!

Guest favorite

Lighthouse in Cardigan

4.97 out of 5 average rating, 124 reviews

Lighthouse Keeper's Inn

Recently renovated and furnished, the Lighthouse Keeper’s Inn offers a modern suite below four open levels of a 70-foot-tall lighthouse. Come relax in one of Canada’s most unique getaways. Sleep peacefully under this historic tower in this quiet corner of Prince Edward Island. Settle in and recharge. Or, use Annandale Lighthouse as a base to experience local five star restaurants, world class cultural events, and some of North America’s best beaches.

Top guest favorite

Guesthouse in New Perth

5 out of 5 average rating, 35 reviews

Baird's Country Guest House

A quiet and relaxing setting in the woods. We're centrally located in Eastern PEI; Cardigan, Georgetown, Montague being 5 - 10 minutes away, downtown Charlottetown 30 minutes. Groceries, restaurants, parks, beaches, trails, and many activities are a short drive. Nearby golf courses: 10 minutes to Avondale, Brudenell and Dundarave, 30 minutes to Crowbush, 20 minutes to Fox Meadow. Off season (Sept. - May) monthly discounts available. PM for details.

Guest favorite

Tiny home in Souris

4.88 out of 5 average rating, 243 reviews

ShantyStay Accommodations-Sleeping Cabin (B)

Our sleeping cabins resemble lobster bait shacks similar to what you’ll see in PEI’s many fishing harbours. They were lovingly handcrafted using Island white Cedar. They are rustic but cozy, comfortable yet basic. Located in a village setting close to all amenities, the Confederation Trail and Iles de la Madeleine Ferry Terminal(CTMA). Souris beach is a 15 minute walk and other famous beaches are a close drive away.lic#2301155

Top guest favorite

Cottage in York

4.95 out of 5 average rating, 161 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.