Round Hill Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Round Hill vacation rentals

Exterior
Millyard Recreation Riverfront Cottages

Millyard Recreation Riverfront Cottages

Millyard Recreation Riverfront Cottages
2.5 star property
Bear River
7.6 out of 10, Good, (251)
"Very nice place to stay, highly recommend!"
Canada
Trynne
Millyard Recreation Riverfront Cottages
Front of property
Carleton Inn and Cottages

Carleton Inn and Cottages

Carleton Inn and Cottages
3.5 star property
Carleton Corner
9.4 out of 10, Exceptional, (40)
"This property was beautiful & room had everything we needed. Even wine glasses. Would definetly recommend staying here."
Canada
Jacoba
The price is P7,688
P8,764 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Carleton Inn and Cottages
Exterior
Beautiful Seaside Cottage

Beautiful Seaside Cottage

Beautiful Seaside Cottage
3.0 star property
Digby
8.6 out of 10, Excellent, (31)
"Good place and when we come back we would book again to accommodate taking our dog"
Canada
Sherri Lynn
The price is P6,228
P8,391 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Beautiful Seaside Cottage
Beach/ocean view
78 Montague

78 Montague

78 Montague
3.0 star property
Digby
7.0 out of 10, Good, (8)
"It was a nice place to stay in town with easy walking distance to shops and restaurants. The views are beautiful!"
United States
Lynette
78 Montague
Property grounds
Upper Clements Cottages

Upper Clements Cottages

Upper Clements Cottages
4.0 star property
Upper Clements
9.8 out of 10, Exceptional, (12)
"Would be a perfect place for families!"
Canada
Stephen
The price is P8,590
P10,086 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Upper Clements Cottages
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 Round Hill Hotel Reviews

The Garrison House Inn

The Garrison House Inn

10/10 Excellent
"Loved the skylights in the room."
Timothy 1-night trip
Posted 4 days ago
The Garrison House Inn

Find out more about Round Hill

Search for holiday rentals in Round Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Round Hill using one of the methods below:

  • View our selection of featured holiday rentals in Round Hill
  • Use the map to find apartments and other holiday homes in the Round Hill neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Round Hill while they last

Look no further and take a look at our great range of rental properties in Round Hill!

Frequently asked questions

Are there vacation rentals in Round Hill?

Yes, we give you a choice of vacation rentals close to popular points of interest in Round Hill, or you can go with a more remote option if you'd like a relaxing place to stay.

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

Beautiful Seaside Cottage: This vacation home rental outside of Round Hill is located on the waterfront and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden.

What can I see and do in Round Hill?

Explore the area and family-friendly sights such as Action Jax Family Fun Park, or get out into nature at a spot like Annapolis Royal Historic Gardens. In the larger area, you’ll find ARTsPLACE and Sinclair Inn Museum.

What are vacation rentals like in Round Hill?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Round Hill. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a small group gathering.