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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Mathews vacation homes

A sandy beach path leading to the ocean, surrounded by dry grass.

1. 1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town

1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
Mathews
10.0 out of 10, Exceptional, (43 reviews)
"We had a great time at Baydreamin'."
United States
Crystal D.
The price is AED 432
AED 1,186 total
includes taxes & fees
18 Nov - 19 Nov
1st Floor King Bed~Fire Pit~Large Yard~Walk 2 Town
A kitchen with dark blue cabinets, a gas stove, a sink, and a window overlooking the backyard.

2. Radiant Gloucester House w/ Private Porch!

Radiant Gloucester House w/ Private Porch!
Gloucester
9.4 out of 10, Exceptional, (35 reviews)
"We loved the 1920’s feeling to the home. The cleanliness and quiet location were exactly what we were looking for. We were just a block from the historical center and took advantage of the shops and eateries. We would definitely stay here afain"
United States
David
The price is AED 463
AED 1,271 total
includes taxes & fees
12 Nov - 13 Nov
Radiant Gloucester House w/ Private Porch!
A covered outdoor area with a pool, wicker furniture, and large windows offering a view of the outdoors.

3. The Bungalow, Pool, Dock, Kayaks, & Game Room

The Bungalow, Pool, Dock, Kayaks, & Game Room
Topping
The price is AED 617
AED 1,224 total
includes taxes & fees
15 Nov - 16 Nov
The Bungalow, Pool, Dock, Kayaks, & Game Room
A bedroom with a bed, bedside tables, a window with curtains, a patterned rug, and a ceiling vent.

4. Belle Haven - High Speed internet, walk to town

Belle Haven - High Speed internet, walk to town
Kilmarnock
10.0 out of 10, Exceptional, (42 reviews)
"Great cottage, beautiful place to stay at"
United States
Darren W.
The price is AED 367
AED 1,029 total
includes taxes & fees
16 Nov - 17 Nov
Belle Haven - High Speed internet, walk to town
A dining area with a long table, chairs, a candle centerpiece, and a staircase with a railing.

5. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (9 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
The price is AED 365
AED 1,155 total
includes taxes & fees
17 Nov - 18 Nov
Walk to Dining, Beach & Park~Family Friendly Home!
A two-story house with a porch, white railings, and a front door.

6. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is AED 337
AED 1,313 total
includes taxes & fees
12 Nov - 13 Nov
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
A wooden dock with chairs facing a calm lake, surrounded by dense forest.

7. Private home on creek with dock.

Private home on creek with dock.
Lancaster
9.2 out of 10, Wonderful, (15 reviews)
"Great place loved it!"
United States
Brandon W.
The price is AED 393
AED 666 total
includes taxes & fees
19 Nov - 20 Nov
Private home on creek with dock.
Bright open living space with modern kitchen island and cozy lounge

8. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
The price is AED 370
AED 1,442 total
includes taxes & fees
18 Nov - 19 Nov
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
A two-story house with a covered porch, a front door, and a small front yard.

9. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is AED 538
AED 2,132 total
includes taxes & fees
9 Dec - 10 Dec
Beautifully Renovated Cottage
A two-story house with a porch, a front door, and a garage.

10. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
The price is AED 476
AED 1,494 total
includes taxes & fees
12 Nov - 13 Nov
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
A living room with a TV, wooden entertainment unit, and a black sofa.

11. Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~

Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
Kilmarnock
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyable stay"
United States
John Robert K.
The price is AED 595
AED 1,344 total
includes taxes & fees
1 Dec - 2 Dec
Nearby Beach~HotTub~Pooltable~MovieScreen~NrbyShoppingDiningGoCarts~
A porch with two rocking chairs, a black door, and a mailbox.

12. The Nook in Kilmarnock Va 3 bedroom

The Nook in Kilmarnock Va 3 bedroom
Kilmarnock
10.0 out of 10, Exceptional, (9 reviews)
"This home is comfortable, well appointed, and in a great location. Host is accommodating and communicates appropriately I highly recommend this property!"
United States
Anonymous traveler
The price is AED 654
AED 1,694 total
includes taxes & fees
15 Nov - 16 Nov
The Nook in Kilmarnock Va 3 bedroom
A covered patio with a wooden ceiling, a table with chairs, and a view of a backyard with a grill and greenery.

13. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (17 reviews)
"The home was perfectly situated in Cape Charles and on a quiet street. The home was well equipped with everything, the kitchen was well stocked with all the cooking pots/pans and anything you needed to cook with. Check out was a breeze! The screened in porch was perfect in the evening. Golf cart is always a nice touch for properties in Cape Charles."
United States
Lori G.
The price is AED 802
AED 2,108 total
includes taxes & fees
22 Nov - 23 Nov
Golf cart included! 5 blocks to the beach, and in historic district!
A modern kitchen with a brick accent wall, white cabinetry, and a dining area with a white table and chairs.

14. Walk 2 Beach & Restaurants~Central Park~ King Bed!

Walk 2 Beach & Restaurants~Central Park~ King Bed!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (13 reviews)
"We really enjoyed this spot and look forward to returning! The hosts were very responsive and nearby should something come up. When we arrived there were items for us from the local bakery and the house is was stocked in a thoughtful way which allows you to pack lightly. Park proximity and a short beach walk was perfect. Sets a high bar for a pet friendly stay!"
United States
Alex and Celena M.
The price is AED 539
AED 1,367 total
includes taxes & fees
24 Nov - 25 Nov
Walk 2 Beach & Restaurants~Central Park~ King Bed!
A beach with sand dunes, a wooden fence, and a calm sea under a cloudy sky.

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

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (153 reviews)
"Great property and location. Loved easy walk to down town and the beach. Spent lots of time on front porch."
United States
John T.
The price is AED 680
AED 1,755 total
includes taxes & fees
16 Nov - 17 Nov
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
A sandy beach with dunes and a clear view of the sea.

16. A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Really enjoyed our stay! Great location by the park, lots of space for our family. Fun board games, too :)"
United States
Alexa Q.
The price is AED 498
AED 2,302 total
includes taxes & fees
12 Nov - 13 Nov
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
A living room with a light blue wall, a wooden coffee table, a beige sofa with blue cushions, a wicker chair, and a patterned rug.

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

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (66 reviews)
"Great house perfect for our family very conveniently located!"
United States
Dorothy A.
The price is AED 674
AED 1,869 total
includes taxes & fees
17 Nov - 18 Nov
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
A wooden boardwalk leading to a beach with a sunset view.

18. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (24 reviews)
"Loved our stay at the Salt Box! Great location and cute house - wish we could have stayed longer. "
United States
Katie I.
The price is AED 699
AED 1,496 total
includes taxes & fees
29 Nov - 30 Nov
Salt Box, One Block to the Beach
A spacious room with a large window, a wooden dining table, and a seating area with chairs.

19. Family Retreat steps to Beach/Grill, Patio & Golf Cart included!

Family Retreat steps to Beach/Grill, Patio & Golf Cart included!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful house in a great location!"
United States
Stefanie M.
The price is AED 852
AED 2,844 total
includes taxes & fees
23 Nov - 24 Nov
Family Retreat steps to Beach/Grill, Patio & Golf Cart included!
A swimming pool area with multiple pools and a water slide, surrounded by grassy areas and umbrellas.

20. 1st Floor King~ Included Golf Cart~ Firepit+Patio! Luxury meets small town charm

1st Floor King~ Included Golf Cart~ Firepit+Patio! Luxury meets small town charm
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful new home and we completely enjoyed our stay. So many convenient items are included, truly a great experience."
United States
Brooks K.
The price is AED 655
AED 2,173 total
includes taxes & fees
17 Nov - 18 Nov
1st Floor King~ Included Golf Cart~ Firepit+Patio! Luxury meets small town charm
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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Learn more about Mathews

Explore the charming waterfront village where local seafood shines at Mathews Maritime Heritage Trail and Gwynn's Island Museum. Rent kayaks to paddle the peaceful Chesapeake Bay tributaries, then browse unique shops in the historic downtown district.

See all hotels in Mathews
A lake with a dock, a boat, and a building with a red roof.

Top reviews in Mathews

A large white house with a dark roof, multiple chimneys, and a white fence in the foreground.
Warner Hall

Warner Hall

Warner Hall
Gloucester

10/10 Excellent

The “resting place” to go to! Need a small Keurig coffee machine and refrigerator in the rooms would be greatly appreciated! The new restaurant and bar added to the place was a very big plus!
United States
Joseph
Reviewed November 10, 2026
Warner Hall

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