Sherwood Vacation Rentals

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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Sherwood Vacation Homes

Relax on Kent Island in 3 Bedroom Home w/Waterview
Marina

Relax on Kent Island in 3 Bedroom Home w/Waterview

9.8 out of 10, Exceptional, (39)
"Owner was very welcoming and left a bottle of wine as a nice gesture. Excellent communication."
The price is CA $114
CA $386 total
includes taxes & fees
Sep 3 - Sep 4
Relax on Kent Island in 3 Bedroom Home w/Waterview
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Marina

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

9.6 out of 10, Exceptional, (30)
"Nice and peaceful stay for a quick local getaway. "
The price is CA $94
CA $362 total
includes taxes & fees
Sep 2 - Sep 3
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (13)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is CA $227
CA $510 total
includes taxes & fees
Sep 3 - Sep 4
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Beach nearby, sun loungers, beach towels

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

10.0 out of 10, Exceptional, (29)
"Absolutely beautiful and spacious home perfectly located in North Beach. Very peaceful area and close to the beach, restaurants and shopping. We really enjoyed our stay and hope to visit again in the future. "
The price is CA $190
CA $626 total
includes taxes & fees
Sep 2 - Sep 3
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
Family Beach House: Spacious Deck, Grill & Views
Pool

Family Beach House: Spacious Deck, Grill & Views

9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is CA $198
CA $559 total
includes taxes & fees
Sep 15 - Sep 16
Family Beach House: Spacious Deck, Grill & Views
Walk to Beach! King Bed & Free Beach Passes
Beach nearby

Walk to Beach! King Bed & Free Beach Passes

10.0 out of 10, Exceptional, (16)
"Excellent"
The price is CA $147
CA $494 total
includes taxes & fees
Sep 2 - Sep 3
Walk to Beach! King Bed & Free Beach Passes
Holly Hill Haven - Sleeps 10
TV, books, offices

Holly Hill Haven - Sleeps 10

10.0 out of 10, Exceptional, (3)
"House was clean and comfortable. Great layout. "
The price is CA $172
CA $639 total
includes taxes & fees
Sep 2 - Sep 3
Holly Hill Haven - Sleeps 10
Waterfront Getaway with Dock
Fridge, microwave, oven, stovetop

Waterfront Getaway with Dock

10.0 out of 10, Exceptional, (49)
"Fit all of our needs. Clean,well furnished, nice kitchen. Stayed there twice and will probably go back."
The price is CA $316
CA $383 total
includes taxes & fees
Sep 7 - Sep 8
Waterfront Getaway with Dock
Waterfront Getaway, Dock Your Boat & Play!
Outdoor dining

Waterfront Getaway, Dock Your Boat & Play!

10.0 out of 10, Exceptional, (2)
"Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. "
The price is CA $136
CA $424 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront Getaway, Dock Your Boat & Play!
Beautiful Waterfront Retreat in Cambridge!
Interior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (44)
"Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. "
The price is CA $297
CA $609 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful Waterfront Retreat in Cambridge!
The Cottage
Exterior

The Cottage

10.0 out of 10, Exceptional, (7)
"Beautiful, beautiful, beautiful! Haley was a wonderful host! "
The price is CA $297
CA $652 total
includes taxes & fees
Sep 2 - Sep 3
The Cottage
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is CA $344
CA $567 total
includes taxes & fees
Sep 2 - Sep 3
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Charming Pet-Friendly Stay - Near Bay & Beaches.
Interior

Charming Pet-Friendly Stay - Near Bay & Beaches.

10.0 out of 10, Exceptional, (3)
"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"
The price is CA $262
CA $695 total
includes taxes & fees
Sep 2 - Sep 3
Charming Pet-Friendly Stay - Near Bay & Beaches.
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Exterior

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

10.0 out of 10, Exceptional, (2)
"The property is newly renovated and very comfortable. Property owner is responsive to any questions, and we enjoyed our stay here. Would recommend it for anyone staying in Shady Side."
The price is CA $278
CA $690 total
includes taxes & fees
Sep 2 - Sep 3
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
London Towne Bungalow w/Loft - Walk to the Beach!
Marina

London Towne Bungalow w/Loft - Walk to the Beach!

8.0 out of 10, Very good, (2)
"The water that comes out of the house tastes bad."
The price is CA $191
CA $641 total
includes taxes & fees
Sep 2 - Sep 3
London Towne Bungalow w/Loft - Walk to the Beach!
Historic 3 BR Home - 15 Min Walk to N-MC Stadium
Fridge, microwave, oven, stovetop

Historic 3 BR Home - 15 Min Walk to N-MC Stadium

The price is CA $161
CA $825 total
includes taxes & fees
Sep 2 - Sep 3
Historic 3 BR Home - 15 Min Walk to N-MC Stadium
Waterfront House: Hot Tub, Fire Pit, & Views
Outdoor dining

Waterfront House: Hot Tub, Fire Pit, & Views

9.4 out of 10, Exceptional, (3)
"Our stay was great! The convenience to nearby restaurants and stores worked really well for oir quick weekend trip! "
The price is CA $544
CA $945 total
includes taxes & fees
Sep 2 - Sep 3
Waterfront House: Hot Tub, Fire Pit, & Views
Cute bungalow blocks to Stadium
Fridge, microwave, oven, stovetop

Cute bungalow blocks to Stadium

10.0 out of 10, Exceptional, (5)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
The price is CA $212
CA $729 total
includes taxes & fees
Sep 2 - Sep 3
Cute bungalow blocks to Stadium
Fisher House: Steps From USNA + Covered Parking!
Fridge, microwave, oven, stovetop

Fisher House: Steps From USNA + Covered Parking!

10.0 out of 10, Exceptional, (11)
"The location is perfect!"
The price is CA $273
CA $781 total
includes taxes & fees
Sep 2 - Sep 3
Fisher House: Steps From USNA + Covered Parking!
New! Golden Anchor Retreat; Lux Living! - Sleeps 7
Interior

New! Golden Anchor Retreat; Lux Living! - Sleeps 7

10.0 out of 10, Exceptional, (2)
"The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!"
The price is CA $273
CA $824 total
includes taxes & fees
Sep 2 - Sep 3
New! Golden Anchor Retreat; Lux Living! - Sleeps 7
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 Hotel Reviews

Find out more about Sherwood

Find out more about Sherwood

Sherwood Vacation Homes information

Number of reviews
Accommodation
651 Vacation Homes
Lowest Price
CA $227
Highest Price
CA $297

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