Holiday Rentals in Oyster

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Holiday Rentals in Oyster

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (146)
"It was perfect for our Thanksgiving retreat. Thank you, so much for a wonderful place to stay! "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool

Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!

10.0 out of 10, Exceptional, (33)
"Love this tiny house! Great location and perfect for small family!"
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (56)
"Beautiful house on the bay. Well equipped kitchen. Plenty of beds. Gorgeous sunsets."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (130)
"What a treasure!!! The weather was cold and we even had snow! We stayed really warm lots of good food and sightseeing. We will definitely be back!"
The price is €454
includes taxes & fees
18 Feb - 19 Feb
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

4 min walk to beach, Dog Friendly, Fenced Yard, Firepit, Fireplace,

9.6 out of 10, Exceptional, (39)
"Super cute little house big enough for my family of five. We brought our furry friends and it was nice having a fenced in backyard."
4 min walk to beach, Dog Friendly, Fenced Yard, Firepit, Fireplace,

Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops

10.0 out of 10, Exceptional, (47)
"This was the greatest house and we loved the game barn. It was just as advertised. My kids had a blast. We even played some of the games that were in the living room. The kitchen is very well stocked and the grill worked great. This place was amazing!!"
Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops

Room for the Whole Family or Several Families and Just a Walk to the Beach

9.0 out of 10, Wonderful, (49)
"We were underwhelmed by the home. On the positive, lovely historic home in great proximity to everything. Negative, house smells of pet urine, carpets had urine stains, kitchen floor was disgusting, utensils needed to be washed before using, dishwasher had food in the bottom. No dish washer detergent was provided. The back porch needs power washing and repair. There is no hot tub or jetted tub as advertised. It is a duplex… not a single family home "
Room for the Whole Family or Several Families and Just a Walk to the Beach

Sweet Victorian Beach Cottage

9.8 out of 10, Exceptional, (48)
"Cape Charles is a beautiful town on the bay and did not disappoint with the a clean beach and small town atmosphere. Plenty of great places to eat and try some local craft brews. The house was nice with the updated kitchen being the highlight of the property. We enjoyed our walks to the beach and around town, being the active people we are, but it is just short of a mile to the beach from this location. If you are not up for that, no problem, just consider adding the golf cart rental from the...
Sweet Victorian Beach Cottage

Key Lime Cottage: Your Cape Charles Beachside Retreat

10.0 out of 10, Exceptional, (37)
"Great place to stay. Very clean and perfect size for three to four couples "
Key Lime Cottage: Your Cape Charles Beachside Retreat

Down by the Bay Cape Charles- Sleeps 8- FIRST floor primary & fenced yard 🐶

10.0 out of 10, Exceptional, (23)
"Lovely historic house in Cape Charles with modern upgrades. Second floor is really neat and fun for all ages! Comfortably fit our family of 5. "
Down by the Bay Cape Charles- Sleeps 8- FIRST floor primary & fenced yard 🐶

Twins at Bay - Modern luxuries in town!

Twins at Bay - Modern luxuries in town!

Sea Salt Cottage: Your Tranquil Getaway 3 min to beach

9.8 out of 10, Exceptional, (31)
"Stayed for a long weekend with my Cousin and his wife to check out Cape Charles. The house was cozy and very workable e.g. kitchen etc. Ate out some but also cooked a meal or 2. House is close to many restaurants and shopping for wives. Beds were especially comfortable and walk in shower great for us oldies."
The price is €373
includes taxes & fees
18 Feb - 19 Feb
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach

Family Rental, Best location to Central Park and beach!

10.0 out of 10, Exceptional, (26)
"Great "
Family Rental, Best location to Central Park and beach!

BEACHFRONT COTTAGE JUST STEPS AWAY FROM BEACH!

9.4 out of 10, Exceptional, (34)
"We loved Cape Charles for it's laded back environment. House was a 1960's property but it had everything you need and more."
BEACHFRONT COTTAGE JUST STEPS AWAY FROM BEACH!

PET FRIENDLY-BEAUTIFUL APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH

9.6 out of 10, Exceptional, (67)
"This is the second time our family has stayed at this property, and we are thrilled. The location can't be beat, the layout of the house is absolutely perfect for multiple families and cousins, and the hosts are communicative and helpful. We can't wait to come back!"
PET FRIENDLY-BEAUTIFUL APPOINTED HOME WITH BAY VIEWS AND PRIVATE COMMUNITY BEACH

Bayfront Retreat w/ Game Room + Outdoor Pool!

9.8 out of 10, Exceptional, (32)
"Our second time staying at the house. We absolutely love the property and all its surrounding wildlife. Enjoyed spending time hiking, fishing, crabbing, and watching eagles flying over the water. The house is clean and well stocked, and the game room is a great place to spend time in the evenings or rainy days. The hosts are attentive and helpful. Looking forward to visiting again!"
Bayfront Retreat w/ Game Room + Outdoor Pool!

Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach

10.0 out of 10, Exceptional, (20)
"This house is nicely decorated and well appointed. The kitchen is fully furnished with all the necessary equipment and plate ware. The furniture is comfortable and high quality. The garages are also equipped with beach equipment, games, and an excellent golf cart (extra fee for use)."
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach

Sisters 3 by the Sea, 400 Feet To The Beach

9.4 out of 10, Exceptional, (153)
"Wonderful home in a great location. Plenty of space. Well stocked home. Owner was great. Will be back again. "
The price is €674
includes taxes & fees
1 Mar - 2 Mar
Sisters 3 by the Sea, 400 Feet To The Beach

Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!

9.8 out of 10, Exceptional, (26)
"The house was wonderful. We had a few minor issues are they were addressed by the owner immediately. We would definitely stay there again. "
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!
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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Other types of properties in Oyster you may be interested in

Hampton Inn & Suites Exmore - Eastern Shore

2.5 star property
8.4 out of 10, Very good, (941)
"Friendly and easy check in. Comfortable and clean. "
The price is €112
includes taxes & fees
26 Feb - 27 Feb
Hampton Inn & Suites Exmore - Eastern Shore

Holiday Inn Express and Suites Exmore, Eastern Shore by IHG

2.5 star property
8.4 out of 10, Very good, (700)
"The. Front Desk Clerk was extremely accommodating! The pool was great for the kids! Room is very nice! All and All a great choice for our group!! "
The price is €119
includes taxes & fees
20 Mar - 21 Mar
Holiday Inn Express and Suites Exmore, Eastern Shore by IHG

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

10.0 out of 10, Exceptional, (56)
"Beautiful house on the bay. Well equipped kitchen. Plenty of beds. Gorgeous sunsets."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
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.

Frequently asked questions

Are there holiday rentals in Oyster?

Yes, there are holiday rentals close to the most popular sights in Oyster, 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 Oyster has to offer?

Bay cottage, Beach 100 yards away! RESERVE NOW!!!: This holiday home rental outside of Oyster is located near the beach, and has a balcony, a garden 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. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What can I see and do in Oyster?

While you're exploring the area, Cape Charles Beach and Kiptopeke State Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Bay Creek Golf Club and Barrier Islands Center.

What are holiday rentals like in Oyster?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oyster. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for family trips.