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Top Holiday Rentals in Kiptopeke

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

9.6 out of 10, Exceptional, (134)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

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

10.0 out of 10, Exceptional, (160)
"Clean awesome place to stay…handy to all amenities "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (26)
"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

Cape Utopia - sister to existing ID# 7559899

9.8 out of 10, Exceptional, (38)
"Clean, comfortable beds, close to town and beach, beach chairs, beach towels provided and a beautiful porch to sit and watch the world go by. Fantastic stay. Will be back!"
Cape Utopia - sister to existing ID# 7559899

Delmarva - Brand new condo in downtown Cape Charles!

10.0 out of 10, Exceptional, (1)
"Just a wonderful place to stay. Walkable to everything but a rented golf cart is nice! Beautiful accommodations esp the kitchen and stocked laundry room. Stunning beach, family friendly and restful vacay spot!"
Delmarva - Brand new condo in downtown Cape Charles!

The Beach Peach - Downtown location with new charm!

8.0 out of 10, Very good, (1)
The Beach Peach - Downtown location with new charm!

Adorable Chesapeake Bay Beach Cottage B Just 1 Block from the Sand!

9.4 out of 10, Exceptional, (16)
"Very clean and great access to the beach and many restaurants. The only negative is a very busy street but once you get used to that it isn't bad."
Adorable Chesapeake Bay Beach Cottage B Just 1 Block from the Sand!

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

9.8 out of 10, Exceptional, (161)
"Loud music from Hook and Harvey was just too damn loud after 10 pm. "
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, (61)
"Wanted a private place on the water, pictures don’t show a new home built directly behind this house. The fire pit and hot tub are basically in the front yard of the new house. If privacy aren’t an issue and great views are all the matters then this place is perfect."
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Charming 3 Bedroom North End Retreat

8.8 out of 10, Excellent, (6)
"GREAT location, very quiet and with great beach access. Very comfortable home, lots of common space. Nice back deck and yard. Very comfortable for 5 adults and 1 baby."
Charming 3 Bedroom North End Retreat

Gorgeous New 5 BDR, 4 BA Beach Home With Tower Outlook Suite!

9.8 out of 10, Exceptional, (12)
"We loved our recent stay in Cape Charles. The house is a great location to the beach and only minutes into town. We will definitely come back!"
Gorgeous New 5 BDR, 4 BA Beach Home With Tower Outlook Suite!

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

9.6 out of 10, Exceptional, (138)
"We loved our short stay here. The cottage was very nice and located in a great spot. You could see the water from the screened in front porch. The cottage had everything we needed and was very comfortable and clean!The owners were awesome at communicating and everything was a breeze.We love Cape Charles and will definitely stay here when we come back!"
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Rendezvous at the Bay, Resort Condo in charming Cape Charles. Relaxation awaits

10.0 out of 10, Exceptional, (5)
"Rendezvous was a perfect location and a wonderful proeperty. Immaculate, fully stocked with whatever you might need. Would definitely ret8rn."
Rendezvous at the Bay, Resort Condo in charming Cape Charles. Relaxation awaits

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

10.0 out of 10, Exceptional, (92)
"Great house. Fun stay in Cape Charles"
Overlooking Park with 1st and 2nd Floor Primary Suites.

Sea Salt Cottage: Your Tranquil Getaway 3 min to beach

9.8 out of 10, Exceptional, (36)
"The weather was amazing. We had such a fun time in Cape Charles thank you guys so much."
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach

Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!

9.6 out of 10, Exceptional, (20)
"The house was excellent and perfect area clean and spacious. We had a wonderful time Thank you very much…"
Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!

Gorgeous water views, a private swimming pool & easy access to private beach!

9.8 out of 10, Exceptional, (19)
"My wife and I visited Charles over the Easter weekend 2025. We were doing some "advance research" to look for a house to host a larger family event scheduled for the summer 2026.Shore E Nuff is an absolutely beautiful property! The home's layout is terrific, the outdoor decks/porches with great views are amazing, and a large well equipped kitchen with and open plan layout connecting to main living space is great for bringing everyone together in one space.Being the off-season, the pool was of...
Gorgeous water views, a private swimming pool & easy access to private beach!

Captain's Mansion 8bdrm/18guests vacation gem steps to beach

9.2 out of 10, Wonderful, (5)
"Everything was fantastic, the two houses were very nice besides some poor cleaning and one of the houses smelling like cigs. House is close to the beach, closer in real life than photos"
Captain's Mansion 8bdrm/18guests vacation gem steps to beach

Cozy Ocean Side Beach Cottage at Fantastic Location North End of Virginia Beach

9.8 out of 10, Exceptional, (79)
"Location and place was awesome"
Cozy Ocean Side Beach Cottage at Fantastic Location North End of Virginia Beach

Minutes to the BEACH! Boat friendly, fire pit, bocci & large yard for famly fun!

10.0 out of 10, Exceptional, (18)
"We had a great stay with the whole family! Minutes from the beach and excellent amenities."
Minutes to the BEACH! Boat friendly, fire pit, bocci & large yard for famly fun!
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 Kiptopeke Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Kiptopeke?

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

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway: This holiday home rental outside of Kiptopeke is located on the waterfront, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, an arcade/games room and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Kiptopeke?

While you're exploring the area, Eastern Shore of Virginia National Wildlife Refuge and Cape Charles Harbor are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Kiptopeke State Park and Bay Creek Golf Club.

What’s a holiday rental in Kiptopeke like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Kiptopeke. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.