Oyster Holiday Rentals

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Holiday Rentals in Oyster

Cape Utopia - sister to existing ID# 7559899

9.8 out of 10, Exceptional, (44)
"Location was perfect for our needs. Layout was nice and amenities were perfect for us. Coffee maker, ice maker, plenty of fans & TVs in every room."
Cape Utopia - sister to existing ID# 7559899

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

10.0 out of 10, Exceptional, (165)
"Clean awesome place to stay…handy to all amenities "
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, (58)
"Beautiful property and house. Everything was very clean. Great neighbors who helped us out in a pinch. And Nancy, our host, so kind and gracious. I hope to come back many more times."
Nassawadox Creek Waterfront Home with Private Pool

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

9.6 out of 10, Exceptional, (142)
"Had a wonderful time , house was warm and inviting walking distance to both the beach and local shops and restaurants. Hope we ca n come back again@"
The price is NZ$843
includes taxes & fees
2 Nov - 3 Nov
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

9.8 out of 10, Exceptional, (163)
"The house was above the Hook and Harvey restaurant, but it was a very nice place and very clean. There was a golf cart that we could rent."
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

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

10.0 out of 10, Exceptional, (64)
"The home is very nice and in a great location. Beautiful views and easy access to the beach. As a previous guest stated, a new house is within 100 feet of the driveway (not shown in photos). Not a problem for us, but sharing for awareness. Be aware the beach is not private. 3-4 vehicles parked each day near the driveway for families to access the beach. Close to 20 vehicles on the 4th of July. "
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (27)
"Dated and not modern, clean but not a getaway or vacation rental, stove and oven dirty, only a few dishwater items available. "
Perfect Cozy Vacation Rental on the Eastern Shore

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

9.8 out of 10, Exceptional, (47)
"My family and I just returned from cape Charles and strawberry street! The house has everything we needed for a perfect stay! A little hiccup with a lock to the shed was immediately responded to and resolved! The kitchen is well stocked, plenty of room for my family to spread out and also hang out! The location was perfect and the fenced in yard was well enjoyed by our dog! "
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Overlooking Park with 1st and 2nd Floor Primary Suites.

10.0 out of 10, Exceptional, (97)
"Great house. Fun stay in Cape Charles"
Overlooking Park with 1st and 2nd Floor Primary Suites.

Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach

9.6 out of 10, Exceptional, (32)
"Perfect location! We loved our stay. The apartment was great for us with a small child. Convenient to everything. I took one star off for cleanliness. There was sand on the toilet seat and a dirty bowl on the floor upon arrival. Would stay again. "
Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (135)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Sisters 3 by the Sea, 400 Feet To The Beach

9.4 out of 10, Exceptional, (162)
"Our stay at 3 sisters was so relaxing and stress free,the view of the bay from the front porch was amazing and oh the sunsets each evening.We rented golf carts to do our site seeing but walked to the beach just across the street from the house.Looking forward to our next stay at the 3 Sisters in Cape Charles."
Sisters 3 by the Sea, 400 Feet To The Beach

All the comforts of home!

9.8 out of 10, Exceptional, (70)
"Beautiful and very comfortable home! Very relaxing and PLENTY of room!"
All the comforts of home!

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

9.8 out of 10, Exceptional, (30)
"We had a great trip. House has an awesome location right by the public beach. House is set up for kids and very comfortable for a few families. Convenient parking for cars and golf carts with a private driveway and two empty garage bays. "
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!

Family Friendly 3 Blocks to Beach with Great Amenities

9.8 out of 10, Exceptional, (89)
"Beautiful, comfortable, well maintained home. Close to everything downtown as well as the beach!!ENJOY!!!"
Family Friendly 3 Blocks to Beach with Great Amenities

New Home On Rural Eastern Shore Farm

9.8 out of 10, Exceptional, (89)
"The house was perfect for a girl’s trip. It slept 9 of us very comfortably and the kitchen was stocked with everything we needed to prepare meals. This is our third year and we’ll be back!"
New Home On Rural Eastern Shore Farm

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (96)
"We had an amazing stay for a wedding in Cape Charles. Property was beautiful and a great experience. We definitely plan to be back!"
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES

9.2 out of 10, Wonderful, (20)
"Loved the location, 4th of July celebration was fabulous. Home was comfortable."
A Mermaid Vacation Beach Rental BAY VIEW CAPE CHARLES

Key Lime Cottage: Your Cape Charles Beachside Retreat

10.0 out of 10, Exceptional, (50)
"The host was incredibly responsive and helpful! The house met all of our needs and was the perfect distance to the beach!"
Key Lime Cottage: Your Cape Charles Beachside Retreat

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

9.8 out of 10, Exceptional, (52)
"We've stayed at this house for the last two summers, and love the house, dog-friendly backyard and great location."
4 min walk to beach, Dog Friendly, Fenced Yard, Firepit, Fireplace,
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 Oyster Hotel Reviews

Find out more about Oyster

Find out more about Oyster

Everything you need to know about Oyster 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 Oyster holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Oyster holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oyster holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster. 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 Oyster 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 Oyster holiday rentals we have selected for you start as low as NZ$843 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oyster rentals

At Expedia, we put the best Oyster 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 Oyster 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 Oyster 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 Oyster. 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 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?

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental: 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 an oven, 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 Cape Charles Harbor 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.