Vacation rentals in Head of Hillsborough

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Top-rated vacation rentals in Head of Hillsborough

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

Guest favorite

Home in Montague

4.96 out of 5 average rating, 112 reviews

Oceanfront Luxury Glamping Dome

Nestled in the woods of PEI’s south-eastern shore, and overlooking the Murray Islands is the Maytree Eco-Dome, a unique 26ft luxury accommodation complete with a kitchen, bathroom, private bedroom, and lounge with views of the water. Maytree offers direct access to your own private beach, and is the perfect location for kayaking, hiking, or having a beachside bonfire. Whether you are looking for a rejuvenating retreat, or an anchor for an Eastern PEI adventure. PEI Tourism License #1300747 Our all season eco-dome is complete with a modern kitchenette, full bathroom, jacuzzi, and other amenities needed for an enjoyable stay. Full access to the eco-dome, patio, and surrounding forest, with private beach access. My husband, Ken, and I and our son, Hugh, live on the property down at the end of Sunset Beach Rd. We are happy to help if you need anything during your stay. The preferred way of contact is through texting at the number provided. We're tucked away just a few kilometres outside of Murray River, a charming fishing village offering a variety of places to eat & views to discover. We recommend having a car while visiting Prince Edward Island. There is limited public transport available in Eastern PEI.

Nov 24 – Dec 1

G$49,275 GYD per night
Guest favorite

Dome in Cardigan

4.99 out of 5 average rating, 109 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

Jun 24 – Jul 1

G$43,046 GYD per night
Superhost

Cottage in Morell

4.82 out of 5 average rating, 38 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

Jun 4 – 11

G$25,127 GYD per night

Popular amenities for Head of Hillsborough vacation rentals

Other great vacation rentals in Head of Hillsborough

Guest favorite

Home in Mount Stewart

4.95 out of 5 average rating, 77 reviews

JACKIE'S PLACE IN THE HEART OF MOUNT STEWART

Dec 3 – 10

G$27,777 GYD per night
Guest favorite

Apartment in Montague

5.0 out of 5 average rating, 16 reviews

Summertime Suite

Apr 22 – 29

G$13,433 GYD per night
Guest favorite

Home in Savage Harbour

5.0 out of 5 average rating, 38 reviews

New build in 2020! Whiskey Jack Beach House

May 27 – Jun 3

G$75,633 GYD per night
Guest favorite

Cottage in Mount Stewart

4.96 out of 5 average rating, 28 reviews

Cheerful 1 Bedroom cottages with stunning views

Jan 15 – 22

G$22,111 GYD per night
Guest favorite

Cabin in St. Peters Bay

4.82 out of 5 average rating, 97 reviews

Cable Head Cozy Cottage

Nov 9 – 16

G$23,745 GYD per night
Guest favorite

Cottage in Prince Edward Island

4.94 out of 5 average rating, 18 reviews

New Modern 3 bedroom cottage with indoor fireplace

Apr 1 – 8

G$80,084 GYD per night
Guest favorite

Cottage in Morell

4.93 out of 5 average rating, 69 reviews

Retreat House sleeps 10 air-conditioned

Sep 13 – 20

G$25,582 GYD per night
Guest favorite

Guesthouse in UIGG

4.86 out of 5 average rating, 51 reviews

Dogs welcome! Bunkie

Sep 24 – Oct 1

G$18,996 GYD per night
Guest favorite

Cottage in Georgetown

4.99 out of 5 average rating, 70 reviews

SeaScape Cottage @ the Beach With Lighthouse View

Oct 9 – 16

G$34,299 GYD per night
Guest favorite

Guest suite in Johnstons River

5.0 out of 5 average rating, 26 reviews

Mosquito Acres

Oct 16 – 23

G$25,009 GYD per night
Guest favorite

Vacation home in York

4.91 out of 5 average rating, 45 reviews

The Fish Monger’s Dream

Sep 23 – 30

G$88,774 GYD per night
Guest favorite

Apartment in Fortune Bridge

4.99 out of 5 average rating, 95 reviews

Seaglass Haven, Fortune Bridge,PEI

Oct 23 – 30

G$22,162 GYD per night

Destinations to explore

  1. Airbnb
  2. Canada
  3. Prince Edward Island
  4. Head of Hillsborough