Red Point Vacation Rentals

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Our top choices for Red Point vacation rentals

9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
$105 nightly
The price is $111
Dec 22 - Dec 23
Total with taxes and fees
Country Get Away 1 Bedroom Apartment
9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
$162 nightly
The price is $163
Jan 7 - Jan 8, 2026
Total with taxes and fees
Summer Rustic Camping with AC and King Bed
10.0 out of 10, Exceptional, (11)
"Was a great stay would definitely stay again "
United States
jerel p.
$216 nightly
The price is $229
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quarry Landing - Center of Town & River View - 3 Bedroom

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
$233 nightly
The price is $247
Dec 15 - Dec 16
Total with taxes and fees
Historic Chesapeake City Stay
10.0 out of 10, Exceptional, (16)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
United States
Heidi Z.
$386 nightly
The price is $427
Dec 15 - Dec 16
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub

Vacation Home in Bel Air

Small House on Gentleman’s Farm
10.0 out of 10, Exceptional, (12)
"Wonderful property located in a peaceful setting. This is our next stay at the Gentlemen’s Farm. Pastoral location that is convenient to Bel Air. House is so clean and well maintained. We had everything available that we needed. Tracey is so responsive in providing information that makes the stay even better. We will stay here again when in the area visiting family."
United States
Jim S.
$303 nightly
The price is $305
Dec 18 - Dec 19
Total with taxes and fees
Small House on Gentleman’s Farm
9.8 out of 10, Exceptional, (7)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Dec 14 - Dec 15
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
10.0 out of 10, Exceptional, (31)
"Wow such a wonderful place, clean, warm, and full of everything you need."
United States
Oswaldo S.
$196 nightly
The price is $207
Dec 15 - Dec 16
Total with taxes and fees
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Apartment in Bear

Cozy loft above ink shop
9.6 out of 10, Exceptional, (5)
$103 nightly
The price is $107
Dec 15 - Dec 16
Total with taxes and fees
Cozy loft above ink shop
10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$321 nightly
The price is $340
Dec 14 - Dec 15
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
8.0 out of 10, Very Good, (10)
"Nice and quiet place to stay"
United States
Gary M.
$268 nightly
The price is $284
Dec 15 - Dec 16
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Vacation Home in Bel Air

Hobbit House one of a kind home
10.0 out of 10, Exceptional, (8)
"We had a great stay! "
United States
Courtney H.
$296 nightly
The price is $298
Jan 13 - Jan 14, 2026
Total with taxes and fees
Hobbit House one of a kind home
10.0 out of 10, Exceptional, (4)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
$444 nightly
The price is $465
Dec 18 - Dec 19
Total with taxes and fees
Long Beach Cottage, (romantic couple’s getaway)
10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
United States
Erik H.
$270 nightly
The price is $270
Jan 5 - Jan 6, 2026
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
$199 nightly
The price is $211
Dec 14 - Dec 15
Total with taxes and fees
Charming 1-bedroom basement in enjoyable Aberdeen with WiFi, AC
2.0 star property
$101 nightly
The price is $107
Dec 18 - Dec 19
Total with taxes and fees
Room #2 in Elkton, MD – Easy Access to I-95
$395 nightly
The price is $419
Jan 1 - Jan 2, 2026
Total with taxes and fees
Grandma’s Cottage will wrap around you like a warm hug
10.0 out of 10, Exceptional, (29)
"Perfect location for that town. "
United States
Hisham M.
$243 nightly
The price is $258
Dec 15 - Dec 16
Total with taxes and fees
Private 3 room Queen Suite w/Kitchenette
9.2 out of 10, Wonderful, (13)
"We had an excellent stay"
United States
Meagan
$208 nightly
The price is $230
Dec 14 - Dec 15
Total with taxes and fees
Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses
9.4 out of 10, Exceptional, (3)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
$316 nightly
The price is $335
Dec 14 - Dec 15
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
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 Red Point Hotel Reviews

Find out more about Red Point

Everything you need to know about Red Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Red Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Red Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Red Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Red Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Red Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Red Point rentals

At Expedia, we put the best Red Point vacation 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 Red Point 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 Red Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Red Point. 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 vacation rentals in Red Point?

Yes, you can find vacation rentals near popular points of interest in Red Point, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Red Point has to offer?

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront: Visitors like this Red Point vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Red Point?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find North East Beach Area and Elk Neck State Park.

What are vacation rentals like in Red Point?

Vacation rentals are private properties where you can stay for a couple of days or more in Red Point. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a small group gathering.