Search Vacation Homes in Cheltenham

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Our top choices for Cheltenham vacation homes

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (17)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
$286 nightly
The price is $316
Jan 4 - Jan 5, 2026
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$364 nightly
The price is $402
Jan 4 - Jan 5, 2026
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
Shady Side
10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
$374 nightly
The price is $426
Dec 14 - Dec 15
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Quaint 3/2.5 home in Fort Dupont

Quaint 3/2.5 home in Fort Dupont
Southeast
7.2 out of 10, Good, (27)
"communication was neutral, but beautiful property in a nice area! "
United States
kennedy a.
$249 nightly
The price is $253
Dec 14 - Dec 15
Total with taxes and fees
Quaint 3/2.5 home in Fort Dupont

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeake Beach
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
$455 nightly
The price is $480
Jan 12 - Jan 13, 2026
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views

Charm and Comfort in Capitol Hill

Charm and Comfort in Capitol Hill
2.0 star property
Northeast
9.6 out of 10, Exceptional, (9)
"It was in an awesome neighborhood and made walking the area around friendly and fun. "
United States
jill
$202 nightly
The price is $234
Dec 15 - Dec 16
Total with taxes and fees
Charm and Comfort in Capitol Hill

The Monroe in Historic DelRay

The Monroe in Historic DelRay
Del Ray
10.0 out of 10, Exceptional, (43)
"Lovely home with easy accessibility to Old Town"
United States
Lori B.
$252 nightly
The price is $292
Dec 15 - Dec 16
Total with taxes and fees
The Monroe in Historic DelRay

The Tidewater - Notley Shaw House

The Tidewater - Notley Shaw House
Old Town West
9.8 out of 10, Exceptional, (36)
"What a wonderful space. We especially enjoyed the wonderful artwork and attention to detail on the decorating."
United States
Gary W.
$288 nightly
The price is $334
Dec 15 - Dec 16
Total with taxes and fees
The Tidewater - Notley Shaw House

The Blue House in DC

The Blue House in DC
Northeast
10.0 out of 10, Exceptional, (3)
"Enjoyed stay. Like the shower essentials. The bed was very comfortable. I would stay their again. "
United States
Wendy S.
$322 nightly
The price is $373
Dec 15 - Dec 16
Total with taxes and fees
The Blue House in DC

The Cavalier - Modern American Flair

The Cavalier - Modern American Flair
Old Town Alexandria
10.0 out of 10, Exceptional, (37)
"Overall this was a very comfortable place to stay. No matter where we went (Alexandria, Arlington, or DC), we were never more than 10-15min away. The location was great. "
United States
Melissa H.
$459 nightly
The price is $531
Jan 13 - Jan 14, 2026
Total with taxes and fees
The Cavalier - Modern American Flair

Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly

Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly
Long Branch Creek
9.8 out of 10, Exceptional, (33)
"I love everything about the property nice quiet area i will be visiting again thanks for welcoming us into your home "
United States
Quania F.
$345 nightly
The price is $394
Dec 14 - Dec 15
Total with taxes and fees
Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly

Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger

Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger
Northwest
10.0 out of 10, Exceptional, (13)
"The apartment was cleanly, the renter was communicative and polite, and the photos are accurate. I would stay here again."
United States
Kohl L.
$270 nightly
The price is $313
Dec 14 - Dec 15
Total with taxes and fees
Private top floor at 2067 Park Road, Nw Dc. P.sCheck out 2nd listing too- bigger

The George in Old Town

The George in Old Town
Old Town Alexandria
10.0 out of 10, Exceptional, (9)
"Great responsiveness and communication. Loved the great location! "
United States
Sarah R.
$255 nightly
The price is $259
Dec 19 - Dec 20
Total with taxes and fees
The George in Old Town

Lux 4BR House-Mins to DC-Free Parking

Lux 4BR House-Mins to DC-Free Parking
Arlington Mill
8.8 out of 10, Excellent, (19)
"The place was clean and had what we needed. Plenty of bedrooms and bathrooms, and near a bus line. The beds could be a little uncomfortable. And we hoped they had a blender."
United States
Mary L.
$348 nightly
The price is $397
Dec 14 - Dec 15
Total with taxes and fees
Lux 4BR House-Mins to DC-Free Parking

4BR/2 Full Bath - Sleeps 10! Large Yard! 2 Cars!

4BR/2 Full Bath - Sleeps 10! Large Yard! 2 Cars!
Northeast
8.8 out of 10, Excellent, (5)
"We had a short stay and everything was fine. Location to Howard University was 19-22 mins so further than I expected. The property owner was responsive "
United States
laura c.
$181 nightly
The price is $210
Dec 14 - Dec 15
Total with taxes and fees
4BR/2 Full Bath - Sleeps 10! Large Yard! 2 Cars!

Elegant Garden Suite Minutes Walk to Union Market and NoMa Metro Station

Elegant Garden Suite Minutes Walk to Union Market and NoMa Metro Station
2.0 star property
Northeast
10.0 out of 10, Exceptional, (1)
"I had a great experience at this garden suite. The space was clean, comfortable, and exactly as described. The location is incredibly convenient, just a quick walk to Union Market with amazing restaurants and the NoMa Metro is close by, which made getting around super easy. Check in was smooth, and the host was very responsive and welcoming throughout my stay.The suite felt quiet and private, which was perfect after a long day at work. Everything was well-kept and thoughtfully stocked, which...
United States
Richard W.
$100 nightly
The price is $116
Dec 18 - Dec 19
Total with taxes and fees
Elegant Garden Suite Minutes Walk to Union Market and NoMa Metro Station

Stylish 3BR Townhouse w/ Backyard,and Easy Parking

Stylish 3BR Townhouse w/ Backyard,and Easy Parking
Southeast
10.0 out of 10, Exceptional, (2)
"I loved the place, Zeynep is great and very communicative, I definitely recommend her 100%."
United States
Idaliz F.
$253 nightly
The price is $293
Dec 14 - Dec 15
Total with taxes and fees
Stylish 3BR Townhouse w/ Backyard,and Easy Parking

Beautiful Newly Renovated 3 Bedroom Home. Pool Table, Play Station and More.

Beautiful Newly Renovated 3 Bedroom Home. Pool Table, Play Station and More.
2.0 star property
Northeast
10.0 out of 10, Exceptional, (1)
"Beautiful house and enjoyed our time!! "
United States
Courtney S.
$366 nightly
The price is $425
Dec 18 - Dec 19
Total with taxes and fees
Beautiful Newly Renovated 3 Bedroom Home. Pool Table, Play Station and More.

Dupont: Pet-friendly+Metro+42"Roku+Desk+FAST Wi-Fi

Dupont: Pet-friendly+Metro+42"Roku+Desk+FAST Wi-Fi
2.0 star property
Northwest
7.2 out of 10, Good, (10)
"Location! Location! Location! Overall the apartment worked well for us. The only negative was that several of the dishes/pans that were stored in the cabinets had to be washed before we could use them. Worked well for our stay!"
United States
Dolores W.
$217 nightly
The price is $252
Dec 14 - Dec 15
Total with taxes and fees
Dupont: Pet-friendly+Metro+42"Roku+Desk+FAST Wi-Fi

Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!
2.0 star property
Shady Side
$461 nightly
The price is $467
Dec 16 - Dec 17
Total with taxes and fees
Sunset Cottage - West River Access and Views!
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 Cheltenham Hotel Reviews

Find out more about Cheltenham

Cheltenham Vacation Homes information

Number of reviews
296
Accommodation
1143 Vacation Homes
Lowest Price
$210
Highest Price
$531

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