Default HTG hotel image

Sherwood Forest Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Sherwood Forest vacation rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a central island with bar stools.

1. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (23 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is AED 255
AED 780 total
includes taxes & fees
12 Oct - 13 Oct
Cute, Cozy 2-bedroom house near Annapolis with water access
A kitchen with wooden cabinets, a stainless steel refrigerator, a coffee maker, and a water dispenser.

2. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (41 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is AED 512
AED 1,237 total
includes taxes & fees
5 Oct - 6 Oct
Large 2 bedroom house with private parking in a nice neighborhood
A bedroom with a bed, a chair, a bedside table with a lamp, a picture on the wall, and a window with curtains.

3. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

Your Annapolis Waterfront retreat for a weekend or any-day getaway!
West Annapolis
10.0 out of 10, Exceptional, (94 reviews)
"Lovely location and Jim was very helpful all the way around!"
United States
Jill R.
The price is AED 720
AED 1,147 total
includes taxes & fees
5 Oct - 6 Oct
Your Annapolis Waterfront retreat for a weekend or any-day getaway!
A living room with a sofa, a coffee table, a dining table with chairs, a lamp, and a beach-themed artwork on the wall.

4. Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.0 out of 10, Wonderful, (20 reviews)
"This was an adorable little place, perfect for my husband and I. With a few minor tweaks and upgrades, this would easily be a five star stay. I would happily stay here again. Thank you!"
United States
Deanna
The price is AED 261
AED 423 total
includes taxes & fees
4 Oct - 5 Oct
Lower Level Loft - Adorable Studio Apt. Near BWI
Aft deck with spiral staircase to the rooftop, sliding glass doors, and an unobstructed sunset view across the Magothy River from Ferry Point Marina.

5. Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views

Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Arnold
9.8 out of 10, Exceptional, (12 reviews)
"Great place!"
United States
Chris A.
The price is AED 505
AED 1,359 total
includes taxes & fees
4 Oct - 5 Oct
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
A wooden dock extending into a calm body of water with boats docked at the end.

6. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is AED 790
AED 1,595 total
includes taxes & fees
5 Oct - 6 Oct
Cozy 2br home w/ parking in downtown Annapolis
Stylish kitchen with open layout and island seating

7. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is AED 834
AED 1,947 total
includes taxes & fees
5 Oct - 6 Oct
Pool Loft Suite | Bay Access & Beach Passes
A white building with a balcony on stilts, a metal roof, and a small tower with a light on top.

8. Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (55 reviews)
"We had a wonderful stay. The house was perfect and Adam stayed in contact constantly in case we needed anything. But our stay went smoothly and we had everything we needed."
United States
Dawn G.
The price is AED 350
AED 1,093 total
includes taxes & fees
5 Oct - 6 Oct
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

9. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is AED 789
AED 1,678 total
includes taxes & fees
6 Oct - 7 Oct
Dean Street's Lower Deck House!
A modern kitchen with a central island, built-in oven, and microwave.

10. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.4 out of 10, Exceptional, (13 reviews)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is AED 760
AED 1,934 total
includes taxes & fees
6 Oct - 7 Oct
Cute bungalow blocks to Stadium
A living room with a beige sofa, two framed floral pictures, a wooden cabinet, and a small table with a lamp.

11. Cozy 1-bedroom studio in pleasant Crofton with AC

Cozy 1-bedroom studio in pleasant Crofton with AC
Crofton
9.0 out of 10, Wonderful, (2 reviews)
"Host was very friendly and accommodating. The location is wonderful. Lots of shops and festivities nearby could not have asked for better. Her cat was also very friendly "
United States
Michaela C.
The price is AED 397
AED 536 total
includes taxes & fees
8 Oct - 9 Oct
Cozy 1-bedroom studio in pleasant Crofton with AC
A modern kitchen with wooden cabinets, stainless steel appliances, and a large island.

12. Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
Luxe Row Home Steps to USNA Gate 3!
A lighthouse with a white exterior, a balcony, and a metal roof.

13. Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.8 out of 10, Exceptional, (47 reviews)
"Great location, house was very clean, ample space and Adam was super communicative. Will definitely stay again!"
United States
Michelle P.
The price is AED 350
AED 1,081 total
includes taxes & fees
4 Oct - 5 Oct
Charming Coastal/Country Home w/3 Acres & Sauna!
A two-story brick house with a dark shingled roof, a front porch, and a well-maintained lawn.

14. 5 Mi to Main St! Cozy Couple's Escape in Laurel

5 Mi to Main St! Cozy Couple's Escape in Laurel
South Laurel
10.0 out of 10, Exceptional, (2 reviews)
"The host was super nice and accommodating and the place was clean and quiet. Thanks for hosting me."
United States
Sam N.
The price is AED 264
AED 855 total
includes taxes & fees
2 Oct - 3 Oct
5 Mi to Main St! Cozy Couple's Escape in Laurel
Interior

15. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
9.0 out of 10, Wonderful, (10 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is AED 1,150
AED 2,667 total
includes taxes & fees
4 Oct - 5 Oct
Historic Row Home | Hot Tub - 1 Block from Gate 1!
A kitchen with wooden cabinets, a central island with stools, a refrigerator, and a brick accent wall.

16. Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive to questions and very easy to communicate with. The house was amazing and so close to downtown. Would definitely stay again!"
United States
Colleen W.
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
A cozy cabin interior with a leather sofa, a wooden dining table, and a view of a lake through large windows.

17. The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
9.2 out of 10, Wonderful, (15 reviews)
"Very clean and well stocked Beautiful location Will definitely book againBroken oar and paddle restaurant nearby excellent food and service"
United States
Chris H.
The Hideaway Spot- Waterfront w/ Dock on Long Cove
A sunset view from a balcony with a glass-top table and a fire feature, overlooking the sea.

18. FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views

FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Pasadena
10.0 out of 10, Exceptional, (2 reviews)
"FLOHOM 14 did not disappoint!!! This was my first stay on a houseboat. Now I know why babies fall asleep when rocked. The boat is beautifully appointed & well equipped. Bring a good book. I’m already missing it!!!"
United States
Maria D.
The price is AED 694
AED 1,696 total
includes taxes & fees
8 Oct - 9 Oct
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
A two-story house with a stone pathway leading to the front door, surrounded by lush greenery and other houses.

19. Stadium-Side Annapolis | Chef Kitchen | Sleeps 10

Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
Admiral Heights
9.8 out of 10, Exceptional, (12 reviews)
"The home was well stocked with all the items needed to cook and spotless. Very comfortable and easy walk to the Navy stadium. Enjoyed our stay and all that Annapolis has to share. "
United States
Veronica D.
Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
A kitchen with a wooden countertop, a stove, and a refrigerator.

20. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Jen was an amazing host. The property was meticulously maintained. She made sure we had everything we needed! Shen created an environment where we could socialize with other guests or keep to ourselves. She made plenty of recommendations for local eateries and entertainment. We would definitely stay again!"
United States
Maureens B.
The price is AED 926
AED 1,641 total
includes taxes & fees
2 Oct - 3 Oct
18th Cent. Charm in Historic Downtown Annapolis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Sherwood Forest Hotel Reviews

Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG

8/10 Good
"Staff was amazing."
Angeline 1-night trip
Posted 2 hours ago
Crowne Plaza College Park - Washington DC by IHG

Frequently asked questions

Are there vacation rentals in Sherwood Forest?

Yes, you can find vacation rentals close to popular attractions in Sherwood Forest, or you can go with a more remote option if you'd like a relaxing place to stay.

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

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental near Sherwood Forest is located near the beach and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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. Westfield Annapolis Mall and Annapolis Mall Shopping Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Sherwood Forest?

Vacation rentals are private properties you can stay in for a short or long stay in Sherwood Forest. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family getaway.