Jamesville Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Jamesville holiday rentals

9.6 out of 10, Exceptional, (5)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is AU$296
includes taxes & fees
7 Jan - 8 Jan 2026
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

Holiday Home in Historic Downtown Cape Charles

Salt Box, One Block to the Beach
10.0 out of 10, Exceptional, (15)
"Very nice. Central to everything. "
United States
Greg D.
The price is AU$448
includes taxes & fees
4 Jan - 5 Jan 2026
Salt Box, One Block to the Beach
10.0 out of 10, Exceptional, (1)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
The price is AU$384
includes taxes & fees
29 Dec - 30 Dec
Experience Tiny Living, in Cape Charles, Va

Holiday Home in Historic Downtown Cape Charles

The Peach St. House - 1 Block to Park and Shops, close to beach!
10.0 out of 10, Exceptional, (12)
"The house was charming and the hosts were superb. And the location couldn’t be better. "
United States
Elizabeth R.
The price is AU$733
includes taxes & fees
4 Jan - 5 Jan 2026
The Peach St. House - 1 Block to Park and Shops, close to beach!
10.0 out of 10, Exceptional, (1)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is AU$394
includes taxes & fees
29 Dec - 30 Dec
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
10.0 out of 10, Exceptional, (3)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is AU$678
includes taxes & fees
11 Jan - 12 Jan 2026
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
10.0 out of 10, Exceptional, (1)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is AU$672
includes taxes & fees
7 Jan - 8 Jan 2026
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
10.0 out of 10, Exceptional, (11)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is AU$535
includes taxes & fees
4 Jan - 5 Jan 2026
Pet Friendly Tiny Livin 3min from Cape Charles
The price is AU$394
includes taxes & fees
29 Dec - 30 Dec
Restored 1930’s Tiny Home 3 min to Cape Charles

Holiday Home in Cape Charles

Tiny House Hideaway with King sized Bed
9.6 out of 10, Exceptional, (5)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is AU$482
includes taxes & fees
1 Jan - 2 Jan 2026
Tiny House Hideaway with King sized Bed
10.0 out of 10, Exceptional, (31)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
The price is AU$865
includes taxes & fees
1 Jan - 2 Jan 2026
Bay Creek Meets Historic Cape Charles! pool access!
2.0 star property
10.0 out of 10, Exceptional, (5)
"House was very clean and well maintained. Kitchen was well stocked - we needed nothing extra. The front porch was used every day, as was the outside shower in the back yard. The proximity to Central Park was a delight."
United States
Martin M.
The price is AU$1,889
includes taxes & fees
29 Dec - 30 Dec
Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

Holiday Home in Historic Downtown Cape Charles

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, (145)
"Nicely located. Clean. Convenient to town center and beach. Good on-street parking and renter/owner communication. Limited household amenities. Could use an interior refresh and bathroom updating. "
United States
Thomas R.
The price is AU$721
includes taxes & fees
2 Jan - 3 Jan 2026
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
10.0 out of 10, Exceptional, (2)
"If you love historic old houses with grand high ceilings, you will love this Onancock house. Great for large families. Nice big kitchen with kitchenware to make meals. The one bedroom apartment is an added bonus for your family members who want more privacy. We had a fabulous time and everything was seamless from booking, to stay, to checking out. Thank you for a great family weekend!"
United States
Linda C.
The price is AU$1,585
includes taxes & fees
7 Jan - 8 Jan 2026
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
10.0 out of 10, Exceptional, (8)
"Cute, well stocked rental. We had a comfortable stay and the house met the needs of our family of 4. We enjoyed the central location and close proximity to the park. The hosts were friendly and responsive. We hope to visit again!"
United States
Beth
The price is AU$541
includes taxes & fees
4 Jan - 5 Jan 2026
Renovated Home by Central Park-King Bed! Family Friendly. 2 Blocks to Beach!
10.0 out of 10, Exceptional, (4)
"Wonderful expansive spaces for family get togethers. And a very responsive host. "
United States
Unspecified U.
The price is AU$1,311
includes taxes & fees
7 Jan - 8 Jan 2026
Timeless Elegance with Modern Luxury: Historic 6-Bedroom Home-Newly Renovated!
The price is AU$737
includes taxes & fees
7 Jan - 8 Jan 2026
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
9.6 out of 10, Exceptional, (40)
"We were in town for a wedding and booked The Captains Quarters. We had a great stay and enjoyed the location - so fun to watch the boats come in and just a short walk into town. The place was clean and comfortable and the hosts were great. Thanks for sharing your place with us!"
United States
Alyssa H.
The price is AU$539
includes taxes & fees
29 Dec - 30 Dec
The Captains Quarters located in Cape Charles, VA offers breathtaking views.
9.2 out of 10, Wonderful, (14)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
The price is AU$457
includes taxes & fees
4 Jan - 5 Jan 2026
Whimsical Tiny House, Cape Charles Virginia

Holiday Home in Historic Downtown Cape Charles

Golf cart included! 5 blocks to the beach, and in historic district!
10.0 out of 10, Exceptional, (15)
"A warm, inviting house with everything you need. Private backyard. Joel and Brittney are super responsive hosts who will make sure you have a nice stay!"
United States
Donna A.
The price is AU$793
includes taxes & fees
6 Jan - 7 Jan 2026
Golf cart included! 5 blocks to the beach, and in historic district!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Jamesville Hotel Reviews

Find out more about Jamesville

Everything you need to know about Jamesville 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 Jamesville 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 Jamesville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jamesville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamesville. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamesville 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 Jamesville holiday rentals we have selected for you start as low as AU$448 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jamesville rentals

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

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

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach: This holiday home rental outside of Jamesville is located near the beach, and has a balcony, a private 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 Jamesville?

While you're exploring the area, Honeymoon Island and Chesapeake Bay are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Chatham Vineyards and Barrier Islands Center.

What are holiday rentals like in Jamesville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamesville. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip.