Sherwood Forest holiday homes

We found 675 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Sherwood Forest that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for hanging out with the people that matter most, which might include a hot tub and a washer and dryer. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Sherwood Forest

Showing deals for:1 Jan - 8 Jan

Outdoor dining
Private kitchen
Room
Dining
Exceptional
(21 reviews)

Captain's Retreat! Newly Renovated - few steps from the beach!

Annapolis

15% off
NZ$7,495
for 7 nights, 1 home
NZ$1,071 per night
includes taxes & fees
Captain's Retreat! Newly Renovated - few steps from the beach!
Kitchen
Kitchen
Living room
Upper level master bedroom
Exceptional
(16 reviews)

House near Patapsco River 2700 square feet

Pasadena

8% off
NZ$11,378
for 7 nights, 1 home
NZ$1,625 per night
includes taxes & fees
House near Patapsco River 2700 square feet
POOL TABLE, TENNIS/PICKLE BALL RACKETS, BEACH SUPPLIES, BOARD GAMES, MOVIES
FAMILY ROOM W/FIREPLACE & FLAT SCREEN TV
LARGE OPEN KITCHEN
SCREENED PORCH
Exceptional
(48 reviews)

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis

12% off
NZ$10,994
for 7 nights, 1 home
NZ$1,571 per night
includes taxes & fees
Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis
The Green Bedroom View
Terrace/patio
Kitchen - Granite Island
Great Room
Exceptional
(16 reviews)

Waterfront Architectural Masterpiece with private dockage available.

Annapolis

7% off
NZ$19,415
for 7 nights, 1 home
NZ$2,774 per night
includes taxes & fees
Waterfront Architectural Masterpiece with private dockage available.
Marina
Terrace/patio
outdoor space
Living room with wood fireplace and second TV with basic channels
Exceptional
(94 reviews)

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Pasadena

8% off
NZ$6,823
for 7 nights, 1 home
NZ$975 per night
includes taxes & fees
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Exterior
Large, beautifully updated kitchen area is perfect for meal times.
Cozy, queen size bedroom on the second floor complete with a large, flatscreen TV
Dining
Exceptional
(39 reviews)

West Annapolis Cottage- 6BR Walk to Navy Stadium

Annapolis

7% off
NZ$13,460
for 7 nights, 1 home
NZ$1,923 per night
includes taxes & fees
West Annapolis Cottage- 6BR Walk to Navy Stadium
Living area
Private kitchen
Living area
Room
Exceptional
(14 reviews)

The General's House-Spacious Home w/Pool & Hot Tub

Annapolis

7% off
NZ$10,038
for 7 nights, 1 home
NZ$1,434 per night
includes taxes & fees
The General's House-Spacious Home w/Pool & Hot Tub
Living area
Living area
Interior
Living area
Exceptional
(11 reviews)

Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!

Riva

8% off
NZ$7,412
for 7 nights, 1 home
NZ$1,059 per night
includes taxes & fees
Waterfront 3br Cottage - Paddle, Fish, Sand, Sun!
Dining
Private kitchen
Dining
Exterior
Excellent
(12 reviews)

Fabulous 5-bedroom house with AC in charming Annapolis

Annapolis

8% off
NZ$6,493
for 7 nights, 1 home
NZ$928 per night
includes taxes & fees
Fabulous 5-bedroom house with AC in charming Annapolis
Sitting area overlooking Burley Creek
Enjoy screened in porch with dining table and sitting area
Beautiful waterfront home on Burley Creek with private pier
West-facing screened porch with bar area and café lights for night ambience
Exceptional
(64 reviews)

Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis

Annapolis

8% off
NZ$6,886
for 7 nights, 1 home
NZ$984 per night
includes taxes & fees
Annapolis waterfront with kayaks, private pier, 5.5 miles to downtown Annapolis
Private kitchen
3 covered balconies, a ground floor patio, and ceramic and propane grills.
Master bedroom suite w/ private covered balcony
Living area
Exceptional
(78 reviews)

Charming Annapolis WaterVIEW Home

Annapolis

11% off
NZ$5,770
for 7 nights, 1 home
NZ$824 per night
includes taxes & fees
Charming Annapolis WaterVIEW Home
Exterior
Interior
Interior
Private kitchen
Exceptional
(15 reviews)

Charming Home located minutes from the Naval Academy and Downtown Annapolis

Annapolis

8% off
NZ$7,650
for 7 nights, 1 home
NZ$1,093 per night
includes taxes & fees
Charming Home located minutes from the Naval Academy and Downtown Annapolis
Living area
Private kitchen
Interior
Living area
Exceptional
(11 reviews)

Unique Listing! Entire Downtown Triplex w/Private Parking! Sleeps 12-18. Pets ok

Annapolis

7% off
NZ$14,292
for 7 nights, 1 home
NZ$2,042 per night
includes taxes & fees
Unique Listing! Entire Downtown Triplex w/Private Parking! Sleeps 12-18. Pets ok
Living area
Exterior
Room
Property grounds
Exceptional
(270 reviews)

Annapolis waterfront "tiny house" in garden setting

Annapolis

8% off
NZ$2,151
for 7 nights, 1 cottage
NZ$307 per night
includes taxes & fees
Annapolis waterfront "tiny house" in garden setting
Exterior
Terrace/patio
Living area
Private kitchen
Exceptional
(31 reviews)

Charming 3BDR Bungalow Near Annapolis​

Riva

9% off
NZ$4,107
for 7 nights, 1 home
NZ$587 per night
includes taxes & fees
Charming 3BDR Bungalow Near Annapolis​
Living area
Living area
Private kitchen
Exterior
Exceptional
(44 reviews)

Stunning, Large Historic Annapolis Home, Steps to Downtown, Private Driveway!

Annapolis

8% off
NZ$21,418
for 7 nights, 1 home
NZ$3,060 per night
includes taxes & fees
Stunning, Large Historic Annapolis Home, Steps to Downtown, Private Driveway!
Exterior
Dining
Outdoor dining
Private kitchen
Exceptional
(34 reviews)

Sailor's Retreat! Perfect home for the getaway weekend. Best location!

Annapolis

8% off
NZ$8,561
for 7 nights, 1 home
NZ$1,223 per night
includes taxes & fees
Sailor's Retreat! Perfect home for the getaway weekend. Best location!
Local artwork is displayed and for sale, if you wish to take a memory home.
Quiet, tree-filled neighborhood. The apartment is above the garage.
Twin size sofa/futon for a 3rd person.
Room
Exceptional
(21 reviews)

Annapolis Tree House Apartment- luxury shower, separate space

Annapolis

7% off
NZ$3,141
for 7 nights, 1 apartment
NZ$449 per night
includes taxes & fees
Annapolis Tree House Apartment- luxury shower, separate space
Dining room table
String lights on the patio make it the perfect place to unwind in the evening!
Kitchen Island
Welcome!
Exceptional
(23 reviews)

***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.

Annapolis

8% off
NZ$6,678
for 7 nights, 1 home
NZ$954 per night
includes taxes & fees
***Charming Downtown Oasis!*** Private Parking, Patio & Yard!! Walk Everywhere.
Lounging room, Roku tv
City Dock
Kitchen/lounging/dining room
Walking distance to gate 3
Exceptional
(35 reviews)

Gem in Downtown Annapolis, close to USNA, St. John's College

Annapolis

8% off
NZ$5,712
for 7 nights, 1 home
NZ$816 per night
includes taxes & fees
Gem in Downtown Annapolis, close to USNA, St. John's College
Comfortable family room with reclining sofa, Smart TV and remote controlled window shades.
Light and bright dining room with space for 6 (plus a high chair).
Recently renovated kitchen with quartz countertops, stainless steel appliances, and all the gadgets, tools, and amenities you need to cook wonderful meals.
Light and bright dining room with space for 6 (plus a high chair).
Wonderful
(7 reviews)

Cozy Cottage with Beach Access

Annapolis

7% off
NZ$3,779
for 7 nights, 1 home
NZ$540 per night
includes taxes & fees
Cozy Cottage with Beach Access
Interior
Private kitchen
Room
Dining
Exceptional
(7 reviews)

Historic Downtown 3BR Crabby Patty-∙Walk to USNA

Annapolis

7% off
NZ$8,254
for 7 nights, 1 home
NZ$1,179 per night
includes taxes & fees
Historic Downtown 3BR Crabby Patty-∙Walk to USNA
enjoy the rockers on the porch while sipping on a cup of coffee
Exterior
Private kitchen
Living area
Exceptional
(12 reviews)

Dog friendly! Next to Navy Stadium and DTA Shuttle!

Annapolis

7% off
NZ$5,056
for 7 nights, 1 home
NZ$722 per night
includes taxes & fees
Dog friendly! Next to Navy Stadium and DTA Shuttle!
Comfortable and cozy living room with fireplace (for aesthetic only), Smart TV, comfortable seating, games/puzzles, and books.
Updated kitchen with all major appliances
Private, fenced outdoor space
Comfortable and cozy living room with fireplace (for aesthetic only), Smart TV, comfortable seating, games/puzzles, and books.
Exceptional
(9 reviews)

Timeless Charm Meets Modern Comfort

Annapolis

7% off
NZ$4,082
for 7 nights, 1 home
NZ$583 per night
includes taxes & fees
Timeless Charm Meets Modern Comfort
  • 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

Book a holiday rental for your Sherwood Forest getaway

Learn about the unique charm of Sherwood Forest 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.

Activities and attractions in Sherwood Forest

Are you hoping to find things to do while you're in the area? Venture out of your holiday home and experience everything that makes Sherwood Forest a fun place to get away to. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Maryland Renaissance Festival (3.2 mi / 5.2 km)
  • Thanksgiving Farm Wines (11.8 mi / 19 km)
  • Severna Park Golf Center (1.9 mi / 3.1 km)
  • Bay Hills Golf Club (3.7 mi / 6 km)
  • U.S. Naval Academy Golf Club (4.8 mi / 7.7 km)
  • Compass Pointe Golf Courses (8 mi / 12.8 km)

Exploring the natural features in Sherwood Forest

Whether you're looking for adventure or just want to appreciate the scenery, Sherwood Forest is a great place to get outside. These are some of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Maryland Quiet Waters Park (6.3 mi / 10.1 km)
  • Bay Ridge Beach (7.3 mi / 11.7 km)
  • Sandy Point Beach (8.1 mi / 13 km)
  • Northern Chesapeake Bay (11.5 mi / 18.5 km)
  • Patuxent River (16.8 mi / 27.1 km)
  • Ellen O. Moyer Nature Park at Back Creek (4.5 mi / 7.2 km)

Travelling to and around Sherwood Forest

Fly into Fort Meade, MD (FME-Tipton), the closest airport, located 12.3 mi (19.8 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Baltimore Washington International Airport (BWI), which is 12.5 mi (20 km) away.

Frequently asked questions

What is the best area to stay in Sherwood Forest when booking a holiday rental?
When looking for a holiday rental in Sherwood Forest, Maryland, you might consider the charming neighbourhoods that surround this picturesque area. One of the most appealing options is the nearby community of Edgewater, which boasts a delightful blend of natural beauty and local attractions. Here, visitors can enjoy the scenic views of the Chesapeake Bay and explore the expansive Broadneck Park, great for outdoor enthusiasts and families alike.Another great choice is the vibrant town of Annapolis, just a short drive away. Known for its rich maritime history, Annapolis offers visitors the chance to wander through its historic district, where you can admire beautifully preserved buildings and indulge in a variety of shops and restaurants. The United States Naval Academy is also a must-visit, featuring stunning architecture and fascinating tours.In terms of holiday rentals, the area around Sherwood Forest offers a range of properties, providing options to suit different preferences and budgets.
What are the top attractions in Sherwood Forest?
In Sherwood Forest, Maryland, visitors can enjoy a range of natural attractions and recreational activities. The area is primarily known for its scenic waterfront views along the Chesapeake Bay. The nearby Broadneck Park offers expansive green spaces, playgrounds, and sports facilities, making it a great spot for families and outdoor enthusiasts.For those interested in history and culture, the historic district of Annapolis is just a short drive away, where you can explore the Maryland State House and the U.S. Naval Academy, both rich in American history. Additionally, the tranquil waters of the bay provide opportunities for boating and fishing, with public docks available for easy access.
Are all fees included in the Sherwood Forest 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 Sherwood Forest holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Sherwood Forest 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 Sherwood Forest holiday homes?
You can find great discounts on holiday homes in Sherwood Forest 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 Sherwood Forest holiday home booking on Bookabach?
To find Sherwood Forest 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 Sherwood Forest?
A long-stay holiday home in Sherwood Forest 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 Sherwood Forest holiday home?
Book your Sherwood Forest 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 Sherwood Forest?
Prices for holiday homes in Sherwood Forest 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 Sherwood Forest 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.

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