A rural road curving through a field with a small stream and a cyclist in the distance.

Grimstone Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Grimstone vacation rentals

A narrow waterway flanked by lush greenery and a traditional building with a tiled roof.

1. The Coach House - Trinity Lodge

The Coach House - Trinity Lodge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"Klein, aber fein, sehr ruhige Lage alles sehr sauber mit dem Hund ideal Zentral gelegen Umkreis von einer knappen Stunde kann man ne ganze Woche jeden Tag was anderes anschauen der Gastgeber sehr angenehm"
Germany
Steffen
$393 nightly
The price is $471
Oct 4 - Oct 5
Total with taxes and fees
The Coach House - Trinity Lodge
A two-story house with a white exterior, a stone wall on the right, and a small garden with potted plants and flowers.

2. The Little Cottage

The Little Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Clean cottage, great location, comfortable beds."
Australia
Lea
$642 nightly
The price is $770
Sep 30 - Oct 1
Total with taxes and fees
The Little Cottage
A rustic kitchen with wooden beams, a stone wall, and a built-in oven.

3. Way's Forge

Way's Forge
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (3 reviews)
"Way's Forge is a quirky, convenient accommodation for exploring a wide variety of locations in the area and further afield. . It was a very comfortable stay and we enjoyed it very much. "
United Kingdom
Virginia
$572 nightly
The price is $686
Oct 4 - Oct 5
Total with taxes and fees
Way's Forge
A traditional stone building with a green door, two windows, and a sign reading "The Old School House."

4. The Old School House

The Old School House
3.5 star property
Dorchester
10.0 out of 10, Exceptional, (1 review)
"a spacious and comfortable property that was well equipped for our stay"
United Kingdom
NIGEL
$626 nightly
The price is $751
Oct 4 - Oct 5
Total with taxes and fees
The Old School House
A cozy living room with a grey sofa, a green throw blanket, and a dining area with wicker chairs.

5. 2 Bathsheba Terrace

2 Bathsheba Terrace
3.0 star property
Dorchester
10.0 out of 10, Exceptional, (2 reviews)
"Everything was there that we needed. It was clean, well laid out and comfortable. "
Canada
Rachael
$489 nightly
The price is $587
Oct 13 - Oct 14
Total with taxes and fees
2 Bathsheba Terrace
A wooden interior with a staircase, a window with a view of trees, and a shelf with boots.

6. The Cow Shed

The Cow Shed
3.0 star property
Dorchester
$1,090 nightly
The price is $1,308
Oct 7 - Oct 8
Total with taxes and fees
The Cow Shed
A traditional stone building with a thatched roof, a small window, and a sign prohibiting parking on the grass.

7. Badgers Cottage

Badgers Cottage
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (1 review)
"Nice"
United Kingdom
Neil
$580 nightly
The price is $696
Oct 9 - Oct 10
Total with taxes and fees
Badgers Cottage
A coastal beach with a prominent rock arch formation, sandy shores, and cliffs.

8. Agua de Plata, 26 Wakeling Island, Silverlake

Agua de Plata, 26 Wakeling Island, Silverlake
3.0 star property
Dorchester
9.0 out of 10, Wonderful, (2 reviews)
"It was amazing Anyone who travels to this part of the country needs to stay here It was beyond our expectation"
United Kingdom
barry
$919 nightly
The price is $1,102
Oct 10 - Oct 11
Total with taxes and fees
Agua de Plata, 26 Wakeling Island, Silverlake
A coastal view with boats on the water, a sandy beach, and a clear sky.

9. Beach View House

Beach View House
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Vi var meget godt fornøyde med både beliggenhet og renhold, og hadde veldig fine dager her. Dette kan vi anbefale på det varmeste!"
Norway
Arve Moen
$807 nightly
The price is $969
Sep 30 - Oct 1
Total with taxes and fees
Beach View House

10. Hide-a-way

Hide-a-way
3.0 star property
Weymouth
10.0 out of 10, Exceptional, (2 reviews)
"It was in a peaceful location, although a bit far for walking into town. But the facilities were spot on, though there is no oven to cook proper meals. For someone who needs a quiet, chilled out, restful timeout, it is the perfect place to stay."
United Kingdom
Kim
$458 nightly
The price is $550
Oct 4 - Oct 5
Total with taxes and fees
Hide-a-way
A bedroom with a bed, a wooden chair, a desk with a mirror, and a window with curtains.

11. Sea Spray

Sea Spray
3.0 star property
Overcombe
$537 nightly
The price is $644
Oct 2 - Oct 3
Total with taxes and fees
Sea Spray
A room with a large window overlooking a body of water, a small table with candles, and a mirror on the wall.

12. Still Waters

Still Waters
2.0 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
"Amazing property, had the best week staying there. Location, facilities, space.. everything!! Will be back"
United Kingdom
Rory
$886 nightly
The price is $1,063
Oct 8 - Oct 9
Total with taxes and fees
Still Waters
A coastal area with a beach, boats, and a clear sky.

13. Marina Vista

Marina Vista
3.5 star property
Southlands
10.0 out of 10, Exceptional, (2 reviews)
"Great, well appointed apartment which is very central. Can be quite noisy at night especially having to have the windows open when it’s hot. Seemed to be a popular location for late night drinkers to have heart to hearts in the wee hours. Can’t fault the apartment, it had everything you could need. Minutes away from the town and beach. On the rainy days we had there were even board games for kids which my son loved. Thanks for a great stay. "
United Kingdom
M
$742 nightly
The price is $890
Sep 30 - Oct 1
Total with taxes and fees
Marina Vista
A hot tub in a backyard with a lawn, patio furniture, and a wooden fence.

14. Old Post Office

Old Post Office
3.0 star property
Sherborne
$1,452 nightly
The price is $1,743
Sep 30 - Oct 1
Total with taxes and fees
Old Post Office
A row of colorful beach huts numbered 16 to 17, with a gravel path in front.

15. Bay Cottage

Bay Cottage
3.0 star property
Rodwell
10.0 out of 10, Exceptional, (1 review)
"Great location, thank you we enjoyed our stay"
United Kingdom
Neil
$1,154 nightly
The price is $1,385
Sep 30 - Oct 1
Total with taxes and fees
Bay Cottage
A spacious kitchen with a dining area, a grey sofa, and a vintage trunk.

16. Mermaid Cottage

Mermaid Cottage
3.0 star property
Portland
10.0 out of 10, Exceptional, (1 review)
"Very nice cottage in quiet location with room opening onto garden with lots of bird song. Snug with TV is very comfortable. Parking spot just outside cottage. Well appointed kitchen. Location is good for access to portland, but going elsewhere requires travelling through Weymouth which can be slow."
United Kingdom
Terry
$550 nightly
The price is $661
Oct 4 - Oct 5
Total with taxes and fees
Mermaid Cottage
A stone house with a red door, white windows, and a paved driveway.

17. Candy Cottage

Candy Cottage
3.0 star property
Sherborne
7.8 out of 10, Good, (7 reviews)
"had a great time at candy cottage, everything was done to help us whilst we were there, cosy little cottage great for one or two people, would happily stay there again, many thanks "
United Kingdom
Lee
$320 nightly
The price is $384
Oct 4 - Oct 5
Total with taxes and fees
Candy Cottage
A modern kitchen with a dining table set for a meal, including a bottle of wine, bread, and a bowl of fruit.

18. Half Pint Cottage

Half Pint Cottage
3.0 star property
Beaminster
10.0 out of 10, Exceptional, (1 review)
"We stayed here for 3 nights, the property was spotlessly clean on arrival. Parking at the cottage was a blessing as the road outside was busy with residents cars. An ideal base to explore Dorset, and several pubs within easy walking distance. Would stay here again."
United Kingdom
nikki
$490 nightly
The price is $588
Oct 10 - Oct 11
Total with taxes and fees
Half Pint Cottage
A wooden deck with a pergola, a table with chairs, and a brick pathway.

19. Home Waters

Home Waters
3.5 star property
Wyke Regis
10.0 out of 10, Exceptional, (1 review)
$690 nightly
The price is $828
Oct 3 - Oct 4
Total with taxes and fees
Home Waters
A stone house with a blue door, a small garden, and a wooden fence.

20. Old Ropemakers Cottage

Old Ropemakers Cottage
3.0 star property
Bridport
8.0 out of 10, Very good, (2 reviews)
"Lovely little property what let it down was the parking which is horrendous and practically non existent"
United Kingdom
Joyce
$514 nightly
The price is $617
Oct 1 - Oct 2
Total with taxes and fees
Old Ropemakers Cottage
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 Grimstone Hotel Reviews

Sleeping Bear Hotel Dorchester

Sleeping Bear Hotel Dorchester

10/10 Excellent
"It was a great location in centre of town. The parking reservation system worked well. We appreciated that we had our two rooms located next to each other and on a lower floor so that we didnt have to carry too much luggage. The coffee machine was appreciated too. The room was spacious and clean. It was a great stay. Thank you."
Allan 3-night trip
Posted 5 hours ago
Sleeping Bear Hotel Dorchester

Find out more about Grimstone

Everything you need to know about Grimstone vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grimstone vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grimstone vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Grimstone vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grimstone. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grimstone in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $168 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Grimstone rentals

At Expedia, we put the best Grimstone vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grimstone rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grimstone vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grimstone. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Grimstone?

Yes, you can find vacation rentals close to top attractions in Grimstone, or you can select a more secluded option if you're looking for a relaxing stay. Grimstone is known for its bars and restaurants.

What's the top vacation rental that Grimstone has to offer?

Holiday Home of the Year | Sleeps 20 | Tennis, Gardens | 1m Jurassic Coast Beach: This vacation home rental near Grimstone is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Grimstone?

Explore the area and family-friendly sights such as Abbotsbury Swannery, or get out into nature at a spot like Dorset and East Devon Coast. In the larger area, you’ll find Tutankhamun: The Exhibition and Cerne Abbas Giant.

What’s a vacation rental in Grimstone like?

A vacation rental is a private property you can book for a few weeks or just a few days in Grimstone. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family getaway.