Holiday Rentals in Sherwood Forest

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Holiday Rentals in Sherwood Forest

Holiday Home in Stevensville

9.6 out of 10, Exceptional, (32)
"Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. "
United States
Pamela
Charming Coastal/Country Home w/3 Acres & Sauna!

Holiday Home in Stevensville

9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is €243
includes taxes & fees
15 Dec - 16 Dec
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Condo in Historic District

10.0 out of 10, Exceptional, (1)
"The host family was incredible to work with. Patient with details. Easy location walking distance to USNA and the stadium. "
United States
Jennifer H.
Upscale Condo in Annapolis

Holiday Home in Glen Burnie

8.0 out of 10, Very good, (2)
"No problems close to everything, only gripe was it being a basement and little feet upstairs tend to be a bit lohd. However, just the bathroom alone made this property worth another stay"
United States
James D.
The price is €111
includes taxes & fees
16 Dec - 17 Dec
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Apartment in Rock Hall

10.0 out of 10, Exceptional, (17)
"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "
United States
Tracy S.
The price is €249
includes taxes & fees
6 Dec - 7 Dec
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Apartment in Fells Point

9.0 out of 10, Wonderful, (30)
"My girlfriend and I enjoyed our getaway in Fells Point. A modern makeover with some rustic charm makes the unit a very enjoyable space. Within walking distance to good coffee, great food and fun music. We will be back!"
United States
Andrew W.
The price is €212
includes taxes & fees
8 Dec - 9 Dec
Cozy Modern Micro Apt in the Heart of Fells Point!

Residence in Canton

3.5 star property
The price is €289
includes taxes & fees
6 Dec - 7 Dec
Hudson house

Houseboat in Arnold

10.0 out of 10, Exceptional, (6)
"Enjoyed the stay"
United States
Kedra B.
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Apartment in Annapolis

10.0 out of 10, Exceptional, (81)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is €364
includes taxes & fees
11 Dec - 12 Dec
Waterfront Oasis of Annapolis Star

Apartment in Downtown Baltimore

4.0 star property
The price is €228
includes taxes & fees
6 Dec - 7 Dec
Convention Center corporate apartments

Apartment in Pigtown

3.0 star property
8.0 out of 10, Very good, (6)
"Very convenient downtown location, OK-safe area, walkable to restaurants and bars. Easy and unrestricted street parking spots nearby. Nicely decorated inside, air conditioning and hot water working well, comfy bed, TV with streaming services, tidy bedroom and clean bathroom. Overall very satisfied, especially with the affordable price. "
United States
Nathan
The price is €112
includes taxes & fees
8 Dec - 9 Dec
1-BD Home near Stadiums Free Parking

Holiday Home in Arundel on the Bay

9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is €391
includes taxes & fees
9 Dec - 10 Dec
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Holiday Home in Arnold

9.4 out of 10, Exceptional, (35)
"This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way."
United States
Jim G.
The price is €294
includes taxes & fees
4 Jan - 5 Jan 2026
Large 2 bedroom house with private parking in a nice neighborhood

Holiday Home in Glen Burnie

8.6 out of 10, Excellent, (8)
"This place had everything we needed for a great family Christmas. Responsive host. Fun times! "
United States
Tammy A.
The price is €305
includes taxes & fees
8 Dec - 9 Dec
The Hideaway Spot- Waterfront w/ Dock on Long Cove

Holiday Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
The price is €395
includes taxes & fees
3 Jan - 4 Jan 2026
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Apartment in Fells Point

9.0 out of 10, Wonderful, (37)
"Very clean space, nicely decorated & was located near lots of things to do "
United States
Lindsey P.
Sleek and Cozy Micro Fells Point Residence!

Holiday Home in South Baltimore

2.0 star property
10.0 out of 10, Exceptional, (4)
"House was in great condition, clean, and host was easily accessible. "
United States
Christopher L.
The price is €237
includes taxes & fees
8 Dec - 9 Dec
NEW ON VRBO ★ Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walk score 92

Holiday Home in Fells Point

9.6 out of 10, Exceptional, (92)
"Lenny & his housekeeper Elviea were exceptionally helpful, funny and a delight to be with! I spent two weeks here & it was the best place I've ever stayed compared to my stays in Korea, Ireland & several other US cities. Highly recommend!"
United States
Edward J.
The price is €176
includes taxes & fees
7 Dec - 8 Dec
Hidden Fells Point Gem / Private Courtyard Patio

Houseboat in Pasadena

FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views

Holiday Home in Upper Fells Point

10.0 out of 10, Exceptional, (33)
"Awesome place.. take advice on parking when offered "
United States
Steven B.
The price is €180
includes taxes & fees
4 Jan - 5 Jan 2026
Romantic Hot Tub Getaway, Walking Distance to Fells Point
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 Sherwood Forest Hotel Reviews

Find out more about Sherwood Forest

Everything you need to know about Sherwood Forest holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sherwood Forest holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Sherwood Forest holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sherwood Forest holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Sherwood Forest holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sherwood Forest holiday rentals we have selected for you start as low as €102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sherwood Forest rentals

At Expedia, we put the best Sherwood Forest holiday 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 Sherwood Forest 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 Sherwood Forest holiday.

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

Frequently asked questions

Are there holiday rentals in Sherwood Forest?

Yes, there are holiday rentals close to the most popular sights in Sherwood Forest, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Sherwood Forest has to offer?

Rooftop Deck Escape! Free Parking!: This holiday home rental outside of Sherwood Forest is located in the city centre, and has a balcony, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Sherwood Forest?

While exploring the area, visit family-friendly sights like Maryland Renaissance Festival, or get outside and enjoy nature at Maryland Quiet Waters Park. Annapolis Mall Shopping Center and Westfield Annapolis Mall are a couple of places you'll find in the wider area.

What are holiday rentals like in Sherwood Forest?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Sherwood Forest. Holiday rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive option for a family getaway.