Sherwood Vacation Rentals

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Oct 24 - Oct 26
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Jan 2 - Jan 4

Vacation Rentals in Sherwood

Black Forest Cabins
Meeting facility

Black Forest Cabins

3.0 star property
9.8 out of 10, Exceptional, (10)
"Great spot for a special night out … beds were super comfortable "
$189 nightly
The price is $215
Nov 2 - Nov 3
Total with taxes and fees
Black Forest Cabins
Family Home In the Heart of the Village of Chester
Exterior

Family Home In the Heart of the Village of Chester

9.6 out of 10, Exceptional, (28)
"Spacious, clean, comfortable, and lots of room for people to spread out. We would happily return."
Family Home In the Heart of the Village of Chester
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck
Outdoor dining

Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck

9.6 out of 10, Exceptional, (4)
"Beautiful location on the water, super friendly hosts. Location close to so many little towns with great food and amazing people. Trailer has everything that you need for your stay, they thought of everything. They made us feel welcome and we will be back for sure. We took our paddleboards out; he even lent us a fishing rod to use on the nearby Warf. "
Pebble Oceanside RV Retreat – Waterfront Hot Tub & Deck
One bedroom fully equipped Mahone Bay luxury cottage
Fridge, microwave, oven, stovetop

One bedroom fully equipped Mahone Bay luxury cottage

10.0 out of 10, Exceptional, (101)
"Great cottage to use as a base to discover the area. Well equipped, quiet and close to restaurants and shopping."
$172 nightly
The price is $196
Oct 13 - Oct 14
Total with taxes and fees
One bedroom fully equipped Mahone Bay luxury cottage
Wilson's Coastal Club - C3
Sauna

Wilson's Coastal Club - C3

9.8 out of 10, Exceptional, (7)
"Nice place, close to the water with a small private beach"
$148 nightly
The price is $174
Oct 16 - Oct 17
Total with taxes and fees
Wilson's Coastal Club - C3
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Terrace/patio

Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring

9.6 out of 10, Exceptional, (34)
"Beautiful setting, very peaceful with lovely linens on the beds. The kitchen is fully stocked, the sitting room is comfortable and the outside decks are amazing. The little village of Chester was close by with a cozy pub offering live music on select nights and the local playhouse had local talent performing while we were there. We would stay again"
Oceanfront Garden Cottage - Gateway to Attractions & Towns. Private Cove Mooring
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Exterior

Falls Lake Burrow - Private Cottage with Screened-in Hot Tub

10.0 out of 10, Exceptional, (40)
"Property is very well maintained, quiet and surrounded by nature. It’s a truly beautiful spot to spend a few relaxing days. "
Falls Lake Burrow - Private Cottage with Screened-in Hot Tub
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Dining

Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!

10.0 out of 10, Exceptional, (35)
"Very nice spot. property nicely decorated and conveniet"
Ocean front cottage, relax and enjoy the sunset over St. Margaret's Bay!
Mahone Bay Hide-Away
TV

Mahone Bay Hide-Away

10.0 out of 10, Exceptional, (90)
"Great location, lovely town."
Mahone Bay Hide-Away
Artistic Getaway Near Halifax | King Bed, Spacious Deck & Fire Pit
Interior

Artistic Getaway Near Halifax | King Bed, Spacious Deck & Fire Pit

9.4 out of 10, Exceptional, (23)
"Property was clean, and owner was helpful and quickly responded to any questions. Would love to stay again and definitely would recommend! "
Artistic Getaway Near Halifax | King Bed, Spacious Deck & Fire Pit
Overlooking the Stunning views of St.Margaret's Bay
Outdoor dining

Overlooking the Stunning views of St.Margaret's Bay

9.6 out of 10, Exceptional, (19)
"Comfortable, relaxing place to stay that has great views and perfect location to visit different areas!"
$240 nightly
The price is $281
Oct 11 - Oct 12
Total with taxes and fees
Overlooking the Stunning views of St.Margaret's Bay
Moonlight Cottage
Exterior

Moonlight Cottage

9.2 out of 10, Wonderful, (16)
"Great time, went Peggy’s cove, Hubbard farm market, lunenburg and mahone bay"
Moonlight Cottage
Oceanfront Luxury Magical Views Sunset and Sunrise
2 bedrooms, desk, WiFi, bed sheets

Oceanfront Luxury Magical Views Sunset and Sunrise

9.6 out of 10, Exceptional, (18)
"We took day trips from Holly’s home all week, but the view off the balcony was a delight to return to. "
Oceanfront Luxury Magical Views Sunset and Sunrise
Modern oceanview vacation living in the deep bay
Fridge, microwave, oven, stovetop

Modern oceanview vacation living in the deep bay

9.8 out of 10, Exceptional, (27)
"Clean, quiet cottage with fantastic views of the cove. We enjoyed our stay and would recommend it for anyone."
Modern oceanview vacation living in the deep bay
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
Fridge, microwave, oven, stovetop

4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

8.4 out of 10, Very Good, (29)
"Beautiful view, the property owner was very responsive, they even had water in the fridge. Was perfect for our relaxing family getaway! "
$149 nightly
The price is $170
Oct 15 - Oct 16
Total with taxes and fees
4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views
Interior

The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views

9.8 out of 10, Exceptional, (221)
"Lots of amenities. Owners very helpful in recommending local restaurants. Enjoyed finding mussels and sea glass on the little beach as well as the antics of the "rock" beavers. The heated pool was a plus. Absolutely wonderful views of the bay."
The Land Yacht – Indoor Pool, Hot Tub, Solarium Lounge & Sublime Ocean Views
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
Fridge, microwave, oven, stovetop

Tucked away on quiet street but short walk to Mahone Bay and all its amenities.

10.0 out of 10, Exceptional, (21)
"The place was clean, and host ensured we had no questions. "
Tucked away on quiet street but short walk to Mahone Bay and all its amenities.
Sunken Escapes Bunny Cabin #10
Property grounds

Sunken Escapes Bunny Cabin #10

8.0 out of 10, Very Good, (2)
"It was great. I know having the bathroom and showers in different spot was different but still loved it. In touch with nature. A great place to stay. Room was cozy. My cat liked it. Knowing about the other spaces will make us want to choose one of them. This is what I needed and quiet place plus comfortable bed. Would stay again."
$122 nightly
The price is $134
Nov 4 - Nov 5
Total with taxes and fees
Sunken Escapes Bunny Cabin #10
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Property grounds

Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia

10.0 out of 10, Exceptional, (98)
"The island is beautiful and exceeded our expectations. The house was clean and check in was easy. Phil was an excellent host. "
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
Wilson's Coastal Club - C6
Sauna

Wilson's Coastal Club - C6

10.0 out of 10, Exceptional, (6)
$179 nightly
The price is $210
Oct 26 - Oct 27
Total with taxes and fees
Wilson's Coastal Club - C6
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

Miller House By the Bay

Miller House By the Bay

10/10 Excellent
"Great location, very cute loft.Liked that we had a separate space from the main house. Great hostess, lots of recommendations for restaurants and things happening in the town."
Ellen 1-night trip
Posted 4 days ago
Miller House By the Bay

Find out more about Sherwood

Find out more about Sherwood

Everything you need to know about Sherwood vacation rentals

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

Sherwood vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $134 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Sherwood rentals

At Expedia, we put the best Sherwood vacation 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 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 vacation.

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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Sherwood?

Yes, we offer vacation rentals near popular points of interest in Sherwood, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Sherwood?

Family Home In the Heart of the Village of Chester: This vacation home rental near Sherwood is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

What’s there to see and do in Sherwood?

Shea Lake and Bag Lake are a couple of lovely local spots to get outside and enjoy nature. Sherwood Golf and Country Club and Anderson Lake are other places to visit while you're in town.

What’s a vacation rental in Sherwood like?

Vacation rentals are privately owned properties you can book for short or long periods in Sherwood. Vacation rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family gatherings.