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Holiday Rentals in Jamesville

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Our top choices for Jamesville holiday rentals

1. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The Waverly Tree House

2. Stunning Waterfront Home with Private Dock - Wright on the Water!

Stunning Waterfront Home with Private Dock - Wright on the Water!
Belle Haven
9.0 out of 10, Wonderful, (2 reviews)
"As advertised - designed in the style of Frank Lloyd Wright in the 60s but renovated with gathering places for a group, modern kitchen, and beautiful bedrooms. Quiet neighborhood and amazing views."
United States
Linda L.
Stunning Waterfront Home with Private Dock - Wright on the Water!

3. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (16 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is €378
includes taxes & fees
2 Sept - 3 Sept
Smith Beach cottage w/ private sunset

4. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is €275
includes taxes & fees
2 Sept - 3 Sept
Tiny House close to the Beaches of Cape Charles

5. Tiny House 3 min from Down Town Cape Charles

Tiny House 3 min from Down Town Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"The room was very clean and well equipped. The grounds were very well maintained. Short drive to downtown Cape Charles. Host communication was excellent would stay again. "
United States
Robert
The price is €292
includes taxes & fees
2 Sept - 3 Sept
Tiny House 3 min from Down Town Cape Charles

6. Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
Pet Friendly Tiny Livin 3min from Cape Charles

7. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (73 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is €314
includes taxes & fees
2 Sept - 3 Sept
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

8. Sisters 3 by the Sea, 400 Feet To The Beach

Sisters 3 by the Sea, 400 Feet To The Beach
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (172 reviews)
"Very cute house and stocked well. Great location and host responds promptly."
United States
Lisa G.
Sisters 3 by the Sea, 400 Feet To The Beach

9. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster
9.0 out of 10, Wonderful, (2 reviews)
"Great quiet neighborhood was awesome to be able to bring a boat there and not have to worry about it. "
United States
Jacob W.
The price is €585
includes taxes & fees
2 Sept - 3 Sept
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

10. Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
Whimsical Tiny House, Cape Charles Virginia

11. CC Cottage is a charming home on a large lot close to Town, away from crowds

CC Cottage is a charming home on a large lot close to Town, away from crowds
Cape Charles
9.6 out of 10, Exceptional, (9 reviews)
"Quiet location with open space and close to marina/town."
United States
christian h.
The price is €575
includes taxes & fees
7 Sept - 8 Sept
CC Cottage is a charming home on a large lot close to Town, away from crowds

12. Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"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 €346
includes taxes & fees
2 Sept - 3 Sept
Tiny House Hideaway with King sized Bed

13. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
The price is €275
includes taxes & fees
2 Sept - 3 Sept
Restored 1930’s Tiny Home 3 min to Cape Charles

14. Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach

Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach
Cape Charles
Coastal 4BR Retreat, Spacious Deck, Minutes to Cape Charles Beach

15. The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach
Cape Charles
10.0 out of 10, Exceptional, (40 reviews)
"So much space and social areas. Great for friends and family."
United States
Nick E.
The Strand: Free Golf Carts, Paddle Boards, Tennis & Pool, 1 Blk to Beach

16. Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"The house was beautiful, and the host was wonderful about answering all questions. "
United States
Christine H.
Bring the whole family to the Summer House. 6 bedroom, 2 bath sleeps 12.

17. GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING

GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (64 reviews)
"Nice old house. Great for birthday getaway. "
United States
Joseph R.
GOOD VIBES IS WHAT YOU'LL FEEL WHEN YOU STEP IN TO OUR FAMILY FRIENDLY LISTING

18. Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (89 reviews)
"The house was absolutely stunning and in such great location! Laura was so friendly and quick to respond to any question. The house accommodated a large group comfortably with so much sleeping space and living space! Even with a few maintenance issues, laura was quick to respond! We loved our stay in Cape Charles and hope to visit again soon!"
United States
Kelsie J.
Renovated Gem: Walk to Beach, Historic District Shops, Restaurants, Central Park

19. Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!
Cape Charles
10.0 out of 10, Exceptional, (35 reviews)
"Spacious house with access to private beach and pool"
United States
Julia O.
Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!
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 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, apart-hotels, 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 favorite 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 depends 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 €314 per night. Entering your travel dates in the search wizard you might find 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?

Family Friendly 3 Blocks to Beach with Great Amenities: This holiday home rental outside of Jamesville is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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.