A coastal beach with people walking, a wooden walkway, and houses on a green hillside.

Sandsend Vacation Rentals

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Our top choices for Sandsend vacation rentals

1. Montauk, Sandsend Retreats at Saltmoore - Montauk

Montauk, Sandsend Retreats at Saltmoore - Montauk
Sandsend
The price is CA $317
CA $756 total
includes taxes & fees
Oct 5 - Oct 6
Montauk, Sandsend Retreats at Saltmoore - Montauk

2. Cosy Beachside Apartment, Spectacular Views in Picturesque Village.

Cosy Beachside Apartment, Spectacular Views in Picturesque Village.
Whitby
8.4 out of 10, Very good, (6 reviews)
"Perfect location, perfect for a weekend getaway"
United Kingdom
Ronnie B.
The price is CA $296
CA $339 total
includes taxes & fees
Oct 12 - Oct 13
Cosy Beachside Apartment, Spectacular Views in Picturesque Village.

3. East Hampton, Sandsend Retreats at Saltmoore - East Hampton

East Hampton, Sandsend Retreats at Saltmoore - East Hampton
Whitby
The price is CA $439
CA $902 total
includes taxes & fees
Oct 12 - Oct 13
East Hampton, Sandsend Retreats at Saltmoore - East Hampton

4. South Villa

South Villa
2.0 star property
Whitby
The price is CA $986
CA $1,183 total
includes taxes & fees
Oct 5 - Oct 6
South Villa

5. Sag Harbour, Sandsend Retreats at Saltmoore - Sag Harbour

Sag Harbour, Sandsend Retreats at Saltmoore - Sag Harbour
Sandsend
The price is CA $317
CA $756 total
includes taxes & fees
Oct 5 - Oct 6
Sag Harbour, Sandsend Retreats at Saltmoore - Sag Harbour

6. Crab Cottage

Crab Cottage
3.5 star property
Whitby
The price is CA $1,281
CA $1,537 total
includes taxes & fees
Oct 8 - Oct 9
Crab Cottage

7. Harebell

Harebell
3.0 star property
Whitby
The price is CA $1,144
CA $1,373 total
includes taxes & fees
Oct 10 - Oct 11
Harebell

8. Clarence Cottage

Clarence Cottage
4.0 star property
Whitby
10.0 out of 10, Exceptional, (19 reviews)
"Only thing wrong was we didn’t stay long enough. We loved this little cottage. It’s a beautiful little home away from home. Whitby was fantastic as well. Wish we’d known ahead of time how much we would love it so we could have booked a longer stay."
United States
Darryl
The price is CA $242
CA $291 total
includes taxes & fees
Oct 12 - Oct 13
Clarence Cottage

9. Demeter Holiday Cottage

Demeter Holiday Cottage
2.0 star property
Whitby
9.8 out of 10, Exceptional, (7 reviews)
"From start to finish this was a great stay. Would highly recommend staying here as a base for seeing Whitby as well as all of the fossil hunting tours in the area. "
United States
Charles
The price is CA $222
CA $379 total
includes taxes & fees
Oct 28 - Oct 29
Demeter Holiday Cottage

10. Shepherds Rest - Shepherds hut - New for 2026

Shepherds Rest - Shepherds hut - New for 2026
3.0 star property
Saltburn-by-the-Sea
The price is CA $181
CA $218 total
includes taxes & fees
Oct 20 - Oct 21
Shepherds Rest - Shepherds hut - New for 2026

11. Host Stay Modern Industrial Golden Lion Apartments

Host Stay Modern Industrial Golden Lion Apartments
2.0 star property
Whitby
8.8 out of 10, Excellent, (3 reviews)
"Brilliant location, Very clean we were very pleased with the accommodation, We did get a scratch card for parking which was quite a walk away but worth it, would definitely recommend and will definitely be back "
United Kingdom
Tina
The price is CA $147
CA $303 total
includes taxes & fees
Oct 5 - Oct 6
Host Stay Modern Industrial Golden Lion Apartments

12. Stakesby House Apartment 3

Stakesby House Apartment 3
3.5 star property
Whitby
10.0 out of 10, Exceptional, (1 review)
"The appartment was excellent. Very clean and felt comfortable. "
United Kingdom
J
The price is CA $533
CA $639 total
includes taxes & fees
Oct 24 - Oct 25
Stakesby House Apartment 3

13. Cosy, 2 Bedroom Cottage in Guisborough Town Centre

Cosy, 2 Bedroom Cottage in Guisborough Town Centre
North Yorkshire
10.0 out of 10, Exceptional, (2 reviews)
"It’s well situated and a nice place to stay. "
United States
jane
The price is CA $135
CA $165 total
includes taxes & fees
Oct 5 - Oct 6
Cosy, 2 Bedroom Cottage in Guisborough Town Centre

14. Heather Cottage - a beautiful cosy cottage

Heather Cottage - a beautiful cosy cottage
Snainton
10.0 out of 10, Exceptional, (1 review)
"Clean, organised flat in a lovely area. The hosts communication was great throughout, and there was a great guest book containing recommendations for the local area."
United Kingdom
Luigi
The price is CA $163
CA $229 total
includes taxes & fees
Oct 2 - Oct 3
Heather Cottage - a beautiful cosy cottage

15. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
10.0 out of 10, Exceptional, (44 reviews)
"The property was excellent, beautiful throughout. We enjoyed our stay and the hosts were very welcoming and friendly. We would highly recommend "
United Kingdom
Catherine C.
The price is CA $272
CA $758 total
includes taxes & fees
Oct 26 - Oct 27
Luxury retreat for 2 couples/ family in spectacular location in North York Moors

16. Stoney Nook Cottage

Stoney Nook Cottage
Guisborough
9.2 out of 10, Wonderful, (5 reviews)
"Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with."
Canada
Shelley & J.
The price is CA $135
CA $165 total
includes taxes & fees
Oct 12 - Oct 13
Stoney Nook Cottage

17. 2 bedroom accommodation in Whitby

2 bedroom accommodation in Whitby
Whitby
10.0 out of 10, Exceptional, (5 reviews)
"Great holiday flat was lovely. We were visited by a sea gull everyday which was fun. We named him Clifford. WiFi was good, smart TV was great too."
United States
Morag Gray
The price is CA $737
CA $737 total
includes taxes & fees
Oct 5 - Oct 6
2 bedroom accommodation in Whitby

18. Whitby Bridge Luxury Apartments

Whitby Bridge Luxury Apartments
3.5 star property
Whitby
7.8 out of 10, Good, (21 reviews)
"Perfect for what i needed bery clean ideal location"
United Kingdom
Stuart
The price is CA $233
CA $280 total
includes taxes & fees
Oct 5 - Oct 6
Whitby Bridge Luxury Apartments

19. Hideaway

Hideaway
3.0 star property
Whitby
10.0 out of 10, Exceptional, (1 review)
"It was a lovely little cottage, had everything we could need. Staff were also very helpful. very comfortable place. We enjoyed our stay very much. However the mattresses were a bit hard but that made little difference. We still slept well 😊 would recommend! "
United Kingdom
Georgina
The price is CA $253
CA $454 total
includes taxes & fees
Oct 23 - Oct 24
Hideaway

20. Host & Stay | The Artists Pad

Host & Stay | The Artists Pad
Saltburn-by-the-Sea
9.2 out of 10, Wonderful, (5 reviews)
"The property is in a great location, right in the centre of town and close to the beach. Comfy beds and plenty of space for us all. "
United States
Sarah F.
The price is CA $171
CA $283 total
includes taxes & fees
Oct 5 - Oct 6
Host & Stay | The Artists Pad
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Sandsend Hotel Reviews

Find out more about Sandsend

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Sandsend. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Sandsend?

Yes, there are vacation rentals near top sights in Sandsend, or you can go with a more remote option if you're looking for a relaxing stay. Discover why Sandsend is known for its spas and gardens. Allow lots of time to check out the beaches and restaurants during your visit.

What are some of the best vacation rentals that Sandsend has to offer?

East Hampton, Sandsend Retreats at Saltmoore - East Hampton: This Sandsend vacation home rental is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms and a kitchen with a stovetop.

How many vacation rentals are there in Sandsend?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Sandsend stay.

What’s there to see and do in Sandsend?

West Cliff Beach and North York Moors National Park are a couple of lovely local spots to get outside and enjoy nature. Whitby Beach and Whitby Pavilion are a couple of places you'll find in the larger area.

What’s a vacation rental in Sandsend like?

Vacation rentals are private properties you can stay in for a couple of days or more in Sandsend. Vacation rentals feature amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for small groups.