Akumal Rentals - Vacation Rentals in Cheriton

Charming Cape Charles Vacation Rental Home! From US $437
         

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10.0 (2 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Near Beach & Trails: Elegant Home in Cape Charles! From US $960
         

Classically Current - Chesapeake Properties From US $663
         

9.8 (86 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Blue Bay - Chesapeake Properties From US $977
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Family-Friendly Fun Just 1 Block from Downtown Cape Charles From US $571
         

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach From US $343
         

9.6 (139 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Relaxing Condo in Golf Community With Access to Club Amenities! From US $642
         

Luxury Places to Stay in Cheriton

Over 399+ Luxury Places to Stay in or Near Cheriton
123 Sunset - Chesapeake Properties From US $1,817
         

9.8 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Tazewell House - Chesapeake Properties From US $1,666
         

Life Just Got Better From US $1,561
         

9.8 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Bayfront Views, Beach + Putting Green—Bay Creek From US $1,261
         

Top-Rated Vacation Rentals with a Pool in Cheriton

Over 99+ Top-Rated Vacation Rentals with a Pool in or Near Cheriton
Coastal Elegance Meets Small Town Charm From US $723
         

10.0 (37 Reviews)
House
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  • Pool
Parkside South, Cape Charles From US $417
         

10.0 (37 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Bay Creek Meets Historic Cape Charles! pool access! From US $466
         

Alyssa House From US $836
         

10.0 (30 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Cheriton

Over 114+ Pet-Friendly Vacation Rentals in or Near Cheriton
Newly renovated home just steps from the beach! From US $487
         

10.0 (62 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Near Beach & Trails: Elegant Home in Cape Charles! From US $656
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops From US $732
         

Key Lime Cottage - Your Beachside Retreat From US $458
         

10.0 (52 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Brand new Stylish home for you and your pet! From US $827
         

10.0 (14 Reviews)
House
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  • Parking
  • Pet Friendly
Pet Friendly Tiny Livin 3min from Cape Charles From US $284
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Cheriton on PetFriendly.io

Large Vacation Homes & Villas in Cheriton

Over 106+ Large Vacation Homes & Villas in or Near Cheriton
14th & Hoos From US $595
         

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9.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Belle is a cute cottage blocks from shops, bay, cafes From US $416
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
`Awenasa` Luxury Beach Retreat From US $528
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Beach Bums Only - Chesapeake Properties From US $938
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Cheriton

Over 2+ Wheelchair Accessible Vacation Homes in or Near Cheriton
Cape Haven - Condo 1.5 Blocks from Beach From US $380
         

Above it All - Chesapeake Properties From US $500
         

9.6 (28 Reviews)
Condo
  • Air Conditioner
  • TV
  • View

Cheriton Vacation Rentals and Airbnb Places to Stay Under $200

Over 13+ Cheriton Vacation Rentals and Airbnb Places to Stay Under $200
Cute and Cozy Vacation Stay on the Eastern Shore! From US $175
         

Perfect Cozy Vacation Rental on the Eastern Shore From US $169
         

Coral Cottage by the Bay - It's Last Season From US $186
         

5.0 (56 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Just a few steps from the beach and 3 blocks from downtown! From US $190
         

5.0 (9 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
Just a short stroll to the beach and 3 blocks from downtown! From US $189
         

5.0 (8 Reviews)
House
  • Air Conditioner
  • Bedding/Linens
  • Child Friendly
1st floor condo in the historic Cape Charles! From US $133
         

4.6 (10 Reviews)
Condo
  • Air Conditioner
  • View
  • Ocean View

Instantly Bookable Vacation Homes in Cheriton

Over 250+ Instantly Bookable Vacation Homes in or Near Cheriton
Doublemint - Chesapeake Properties From US $585
         

10.0 (45 Reviews)
House
  • Air Conditioner
  • TV
  • View
Peach Perfect - Chesapeake Properties From US $550
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Salt Box, One Block to the Beach From US $808
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Good Times on the Cape-1st & 2nd flr Master From US $621
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
HGTV House! 2 Blocks to Beach- 2024 New Bathroom! From US $551
         

Serene Beach Haven in Cape Charles From US $497
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Cheriton Vacation Rentals

With more than 408 Cheriton vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Akumal Rentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Cheriton.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Akumal Rentals Cheriton, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Cheriton. Places to stay near Cheriton are 772.56 ft² on average, with prices averaging US $515 a night.

Akumal Rentals makes it easy and safe to find and compare vacation rentals in Cheriton with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Cheriton

Type Count
Vacation Homes 341
Holiday Apartments 11
Cottages 7
Villas 4
B&B 1
Cabin Rentals 1
Hotels 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Cheriton

Pro Tip: Akumal Rentals makes it easy to compare the best listings on Akumal Rentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Akumal Rentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Cheriton.

Weather in Cheriton

View the weather forecast for Cheriton before booking your Cheriton Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Cheriton Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cheriton?
How many vacation rentals are available in Cheriton?

Currently, the total number of properties listed in 2026 is over 408 in the Cheriton area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cheriton.