Tolchester Beach holiday homes

We found 80 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Tolchester Beach that are perfect for your trip. Holiday homes provide the best amenities for your family, friends or furry companion, such as air conditioning and a pool. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Tolchester Beach

Showing deals for:18 Dec - 25 Dec

Dining
Interior
Outdoor dining
Interior
Exceptional
(47 reviews)

Sunset Lodge on the Bay

Rock Hall

9% off
NZ$13,851
for 7 nights, 1 home
NZ$1,979 per night
includes taxes & fees
Sunset Lodge on the Bay
3rd floor suite; queen and 2 twins; en-suite bath, sitting area, deck access.
Exterior
Dining
Interior
Exceptional
(5 reviews)

Grand home located right on Main St, walk to Chesapeake Bay & great restaurants

Rock Hall

8% off
NZ$9,832
for 7 nights, 1 home
NZ$1,405 per night
includes taxes & fees
Grand home located right on Main St, walk to Chesapeake Bay & great restaurants
kitchen
Outdoor dining
Property grounds
Marina
Exceptional
(39 reviews)

This is truly a Baydream!

Rock Hall

8% off
NZ$3,574
for 7 nights, 1 home
NZ$511 per night
includes taxes & fees
This is truly a Baydream!
Private kitchen
Exterior
Room
Living area
Exceptional
(24 reviews)

In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!

Rock Hall

8% off
NZ$3,016
for 7 nights, 1 home
NZ$431 per night
includes taxes & fees
In Town, Rock Hall, Fenced-In Yard, 1 Block to Bay!!
Interior
Front gardens
House front
Private kitchen
Exceptional
(63 reviews)

Beautiful Retreat Located in Rock Hall - walk to everything!

Rock Hall

13% off
NZ$3,967
for 7 nights, 1 home
NZ$567 per night
includes taxes & fees
Beautiful Retreat Located in Rock Hall - walk to everything!
Interior
Exterior
Room
Living area
Exceptional
(68 reviews)

Brand New Cottage Steps from the Beach!

Rock Hall

8% off
NZ$3,269
for 7 nights, 1 home
NZ$467 per night
includes taxes & fees
Brand New Cottage Steps from the Beach!
Interior
Terrace/patio
Interior
Living area
Exceptional
(9 reviews)

Brand New Modern Rock Hall home with Water Views

Rock Hall

8% off
NZ$4,725
for 7 nights, 1 home
NZ$675 per night
includes taxes & fees
Brand New Modern Rock Hall home with Water Views
Outdoor dining
Exterior
Private kitchen
Room
Exceptional
(11 reviews)

Cute waterfront apartment -- 8 min from the beach!

Rock Hall

8% off
NZ$2,860
for 7 nights, 1 apartment
NZ$409 per night
includes taxes & fees
Cute waterfront apartment -- 8 min from the beach!
main floor porch
living room w Tv and door to porch
living room
Apartment above the Hickory Store
Exceptional
(14 reviews)

Knot's Landing, spacious Apt. downtown Rock Hall

Rock Hall

8% off
NZ$2,842
for 7 nights, 1 apartment
NZ$406 per night
includes taxes & fees
Knot's Landing, spacious Apt. downtown Rock Hall

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Tolchester Beach getaway

Learn about the unique charm of Tolchester Beach with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Sightseeing in and around Tolchester Beach

Do you want to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Tolchester Beach a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Cassinelli Winery and Vineyards (14 mi / 22.6 km)
  • Compass Pointe Golf Courses (15.3 mi / 24.5 km)
  • Rocky Point Golf Course (9.8 mi / 15.7 km)

Exploring the natural landscape of Tolchester Beach

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Tolchester Beach is a great place to get out in nature. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Rocky Point Park and Beach (9.3 mi / 14.9 km)
  • Miami Beach (9.3 mi / 15 km)
  • Eastern Neck National Wildlife Refuge (13.1 mi / 21.1 km)
  • Betterton Beach (13.9 mi / 22.4 km)
  • Fort Smallwood Park (15.2 mi / 24.5 km)
  • Northern Chesapeake Bay (18.6 mi / 29.9 km)

Transport options to and around Tolchester Beach

The nearest airport is in Baltimore, MD (MTN-Martin State), located 12.4 mi (20 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Baltimore Washington International Airport (BWI), which is 23.3 mi (37.6 km) away.

Frequently asked questions

What is the best area to stay in Tolchester Beach when booking a holiday rental?
When considering a holiday rental in Tolchester Beach, Maryland, the area around the beach itself is highly recommended. This picturesque location offers a relaxed atmosphere with beautiful waterfront views, making it ideal for a tranquil getaway. You can find a range of properties in this area, from charming cottages to spacious family homes, which provide easy access to the beach and its recreational activities.A popular attraction nearby is the Chesapeake Bay Maritime Museum, located just a short drive away. This museum offers fascinating insights into the maritime history of the region and showcases beautiful exhibits that celebrate the culture and heritage of the Chesapeake Bay. Additionally, the scenic Kent Island is within reach, providing opportunities for outdoor adventures like hiking and cycling, as well as delightful dining options that highlight the local seafood.
What are the top attractions in Tolchester Beach?
In Tolchester Beach, visitors can enjoy a range of attractions centred around its scenic waterfront and outdoor activities. The beach itself is a main draw, offering a relaxing spot for sunbathing and swimming. Nearby, the Chesapeake Bay provides opportunities for boating and fishing, making it ideal for water sports enthusiasts.For those interested in history, the area has access to historical sites such as the nearby town of Chestertown, where visitors can explore charming historic architecture and local shops. The surrounding Kent County is also known for its beautiful landscapes and nature trails, superb for hiking and enjoying the local flora and fauna.
Are all fees included in the Tolchester Beach holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Tolchester Beach holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Tolchester Beach with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Tolchester Beach holiday homes?
You can find great discounts on holiday homes in Tolchester Beach on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Tolchester Beach holiday home booking on Bookabach?
To find Tolchester Beach holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Tolchester Beach?
A long-stay holiday home in Tolchester Beach is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Tolchester Beach holiday home?
Book your Tolchester Beach holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Tolchester Beach?
Prices for holiday homes in Tolchester Beach vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Tolchester Beach to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.