Upper Whitehead Holiday Rentals from NZ$150: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Upper Whitehead has to offer?

Seaside Cottage in Beautiful Charlo’s Cove : This holiday home rental outside of Upper Whitehead is located by the ocean, and has a patio, a selection of games and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Upper Whitehead holiday rentals

A wooden deck with a covered area, red chairs, and a view of a green landscape.

1. Cozy Seaside 2 Bedroom Cottage With Incredible Views And Large Patio

Larrys River

David S.

includes taxes & fees

17 Sept - 18 Sept

A coastal landscape with a body of water, grassy areas, and several buildings in the background.

2. Seaside Cottage in Beautiful Charlo’s Cove

Charlo's Cove

Fiona

includes taxes & fees

17 Sept - 18 Sept

A wooden deck with a view of a green lawn and trees.

3. beautiful apartment near the ocean in an outbuilding

Boylston

Shawn

includes taxes & fees

17 Sept - 18 Sept

A window with a view of a wooden deck and a grassy yard.

4. cozy apartment near the ocean

Boylston

Allan C.

includes taxes & fees

17 Sept - 18 Sept

A calm lake with a pebbly shore and a forested island in the distance.

5. Cozy Seaside 1 Bedroom Cottage

Larrys River

includes taxes & fees

17 Sept - 18 Sept

A wooden cabin interior with a round table, six chairs, and a chandelier.

6. Cozy Seaside 3 Bedroom Cottage in Cole Harbour Village in Guysborough County

Larrys River

Catherine K.

includes taxes & fees

30 Sept - 1 Oct

A beach with visible seaweed and footprints on the sand.

7. Beautiful oceanfront cottage

Guysborough

Paul D.

includes taxes & fees

19 Sept - 20 Sept

A room with large windows overlooking a beach and water.

8. Beach Bliss

Boylston

Lisa C.

includes taxes & fees

19 Sept - 20 Sept

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Upper Whitehead Hotel Reviews

Seawind Landing Country Inn

10/10 Excellent

"The stay was great, the view was spectacular"

Fisherman's Rest House 30 meter distant to beach, sleeps 5

10/10 Excellent

"Despite a gale force storm, and code orange emergency our stay here was lovely. Our host even stopped by to check in on us during the major power outage that effected much of the area. Our only regret is the wind and rain put a damper on our ability to explore the local area and culture. We can only image how great this area is when the skies are blue and the winds are calm. We will definitely be back to find out!"

Log chalet on a high bluff overlooking the Atlantic Ocean

10/10 Excellent

"If you are looking for an absolutely breathtaking site on the ocean, I doubt you could find a better one. It sits on a cliff with a large yard featuring multiple fire pits and seating groups that offer spectacular views of the ocean and rocky shore below. The cabin is whimsy, rustic, and cozy, with great art work and reading material to enjoy by the wood stove when the weather chases you inside. The Owners live a mile or so away, so if you need assistance during your stay, as we did, the only thing we found that exceeded this setting was their hospitality. I wish we lived closer because I would stay here often."

Fisherman’s Cottage

10/10 Excellent

"I felt like I was staying at a beloved grandma’s old home frozen in time. All good vibes in this well-worn, loved and lived in home w lots of fun outdoor activities like kayaking (4 provided), fishing (1 functional fishing pole-had to buy own lures), swimming (chilly but refreshing and a daily activity for me!,), exploring the opposite shore of Petit-de-Grat Island.Attended a local music fest and if one of our group wasn’t so sick we would have wandered farther afield to explore more sights/scenes.Had time to read and study the stars. Shelley and Julian were very attentive and friendly, helpful hosts-when the bathroom sink had an overnight leak discovered Julian came and fixed it himself within a half hour of being notified by text-Shelley provided many helpful tips and history of the home.(Her grandma’s!)Only be aware it takes some getting used to sharing a single first-floor bathroom (3 bedrooms on second floor) - probably common in the olden days and doesn’t kill you to wait and use good communication with your housemates. The staircase is very tight (which we were warned about ) and the top few steps especially requires craning of the neck and bending over to avoid head trauma in anyone except a child or a dwarf I’d say. Co-op food store and liquor store very close by made cooking all meals at home easy, Grill worked great once propane tank was procured by Julian so kindly !-Thank you!Would stay again for sure !"

Find out more about Upper Whitehead

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Upper Whitehead holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Upper Whitehead. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Upper Whitehead. Seeing all the best attractions is bound to make you fall in love with Upper Whitehead. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Upper Whitehead short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Upper Whitehead?

Yes, there are holiday rentals close to the most popular sights in Upper Whitehead, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Upper Whitehead has to offer?

Seaside Cottage in Beautiful Charlo’s Cove: This holiday home rental outside of Upper Whitehead is located by the ocean, and has a patio, a selection of games and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Upper Whitehead?

While you're exploring the area, Stevens Lake and Witch Island are a couple of picturesque spots to get outside and enjoy nature. Jamieson Front Lake and Cooks Island are a couple of places you'll find in the wider area.

What are holiday rentals like in Upper Whitehead?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Upper Whitehead. Holiday rentals feature extras such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from shared hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for families.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Upper Whitehead holiday rentals

1. Cozy Seaside 2 Bedroom Cottage With Incredible Views And Large Patio

2. Seaside Cottage in Beautiful Charlo’s Cove

3. beautiful apartment near the ocean in an outbuilding

4. cozy apartment near the ocean

5. Cozy Seaside 1 Bedroom Cottage

6. Cozy Seaside 3 Bedroom Cottage in Cole Harbour Village in Guysborough County

7. Beautiful oceanfront cottage

8. Beach Bliss

9. Pondville Beach Cottage

10. Harbour view park model

11. Fisherman’s Cottage

12. Cedar Heaven Lake Lodge

Find holiday rentals that suit your style

Top Upper Whitehead Hotel Reviews

Seawind Landing Country Inn

Seaside Cottage in Beautiful Charlo’s Cove

Fisherman's Rest House 30 meter distant to beach, sleeps 5

Cozy Seaside 2 Bedroom Cottage With Incredible Views And Large Patio

Log chalet on a high bluff overlooking the Atlantic Ocean

cozy apartment near the ocean

Fisherman’s Cottage

Cozy Seaside 3 Bedroom Cottage in Cole Harbour Village in Guysborough County

Beautiful oceanfront cottage

Find out more about Upper Whitehead

Frequently asked questions

Go further with the Expedia app