House holiday rentals in Chesapeake Ranch Estates-Drum Point

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Chesapeake Ranch Estates-Drum Point

House rentals with a pool

Superhost
Home in Queenstown
4.81 out of 5 average rating, 156 reviews

Bay Breeze Retreat

EeshaniRating, 5 stars8 months ago
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.
Guest favourite
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home - Perfect for Families.

Leslie RogersRating, 5 stars5 months ago
We had the most beautiful Thanksgiving gathering at Casey’s Porch on the bay for an extended family reunion. The house is lovely - spacious, gorgeous and cozy at the same time. The views on the water were amazing. There were plenty of beds and ‘hang out’ spots for our tweens and teens, and 3 private baths for the adult couples were much appreciated. And our hosts could not have been more helpful and friendly. Thank you for giving us this opportunity to make more happy memories together!
Top guest favourite
Home in Edgewater
4.98 out of 5 average rating, 53 reviews

Entire Beach House with Pool and Hot Tub

DianeRating, 5 stars5 months ago
We had a great stay at this clean, comfortable, convenient and cozy house. We were impressed by the attention to detail. Every time we needed something, it was there. The kitchen was fully stocked and had everything we needed to cook our Thanksgiving meal. We were close to Annapolis And had an easy drive to the museums of DC. We took several walks to the nearby beach, and enjoyed both sunrises and sunsets. We would definitely come back! Thank you, Peggy!
Guest favourite
Home in Montross
4.99 out of 5 average rating, 151 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars3 weeks ago
This was our second stay at Beach Please and it was just as delightful as the first! The house was again squeaky clean, thoughtfully decorated and had plenty of room for our multi-generational family to spread out. Grandparents appreciated the first floor master bedroom and kiddos loved the game room, and the crafts and puzzles upstairs. The neighborhood is peaceful and cozy, with beautiful views in every direction. The addition of the acoustic guitar for songs by the firepit was a major plus, as our ten year old is a music lover and almost brought her own. We had a great stay and would recommend this AirBnB to anyone! Grab a week (or two) and don't think twice.
Superhost
Home in Port Republic
4.75 out of 5 average rating, 20 reviews

Family Friendly: Hot Tub, Grill, Pool & More!

JosueRating, 5 stars2 weeks ago
Me and some friends stayed here and we all loved it. More than enough space and so much stuff/activities from movie nights to playing pool to hitting the hot tub and more to do in the house! We would definitely stay here again and the host was great.
Guest favourite
Home in Fort Washington
4.91 out of 5 average rating, 149 reviews

5 BEDR, Inground Pool+Billiard Table, Close To D.C

AndreaRating, 5 stars1 week ago
It was simply amazing. Daniel was a fantastic host. The house was incredible. Spacious, beautiful and peaceful felt just like home. The family and I enjoyed every inch of it. Family vacation home for every trip we take to DC.
Top guest favourite
Home in Tracys Landing
4.99 out of 5 average rating, 207 reviews

The Little Gypsy BoHome

LaurenRating, 5 stars3 days ago
I can’t say enough wonderful things about Melissa’s place. As soon as you walk in, you feel right at home. She has thought of every possible thing you could need while there. The views were absolutely magnificent and while the beach area is available to the public, it felt super private. My daughters and I plan to come here every year. I had to peel them away from the bay. Melissa, thank you for accommodating us. This was a weekend my girls and I desperate needed and your home was the perfect place to have peace and intentional quality time. Thank you so much!!
Top guest favourite
Home in Lusby
5 out of 5 average rating, 138 reviews

Historic Rousby Hall, Waterfront, Patuxent River

ShannonRating, 5 stars3 months ago
What a lovely stay! Incredibly charming home with such hospitable hosts. Our group felt comfortable and relaxed. Picturesque environment.

Weekly house rentals

Top guest favourite
Home in Shady Side
5 out of 5 average rating, 164 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

DeanneRating, 5 stars5 days ago
Absolutely amazing house and location!! Our family had an incredible week spent enjoying the property & views, spending time watching the sunsets by the fire, and kayaking around the bay. It's a great spot to teach kids to paddle and our 7 and 9-year old both enjoyed learning on the still waters near the sandy beach. The property and house are both thoughtfully designed and have so many spots to relax, read, watch the birds, and take in the views - made it feel like there was never a reason to leave. We had an incredibly peaceful week and would love to visit again!!
Superhost
Home in Upper Marlboro
4.83 out of 5 average rating, 6 reviews

Beautiful spacious 4-bedroom home w/2-story lounge

BryanRating, 5 stars2 weeks ago
Nice place, had an issue with the ac but they had issues resolved quickly.
Top guest favourite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars1 month ago
What a gem! My daughters and I loved our week spent here. The home is a true beauty with all the charm of a seaside getaway. All of the amenities truly made it feel like home, and the kitchen is amazing! Everything was streamlined and easy, the host was wonderfully responsive, and the home had such a friendly, warm, relaxing feel to it. It was such a terrific experience through and through, I would highly recommend taking full advantage of this beaut!
Guest favourite
Home in Waldorf
4.89 out of 5 average rating, 123 reviews

*Brand New | Modern | Lux 4 BR | Huge | 24 m to DC

WatashiRating, 5 stars1 week ago
This place was just like the photos in person the Host Demetria was the best host I have worked with in Airbnb she is very helpful very sweet and very responsive when you reach out my daughter and cousins were very satisfied with her sleepover and she didn't want to leave....This place felt just like home away from home... Nice size bedrooms and the decor was beautiful I am definitely booking again in the future....Thank You again Dee your the best. Loved the entire house.
Guest favourite
Home in Port Republic
4.88 out of 5 average rating, 25 reviews

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

SkyeRating, 5 stars3 months ago
An extraordinary place to rest & recharge. The views, the comfort of the home, and the gorgeous walking trails, through woods & beach are a perfect combination. Everything we needed & then some.
Guest favourite
Home in Deale
4.98 out of 5 average rating, 106 reviews

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

CarolRating, 5 stars1 week ago
Our family had a great time - the property was spacious and clean, location was beautiful, and we loved playing outdoors in the open space and getting out on the water. Hosts were very responsive and everything we might need/want was provided!
Superhost
Home in Colonial Beach
4.88 out of 5 average rating, 81 reviews

Colonial Beach newly renovated 2 bedroom cottage!

RichardRating, 5 stars3 weeks ago
This is a neat little cottage! Very well furnished! Very quiet neighborhood! It was easy to communicate with Scott! For six people this would be very cramped! It’s a long way from the street to the front door so elderly people with mobility problems will find this difficult!
Guest favourite
Home in Suitland
4.88 out of 5 average rating, 16 reviews

Spacious 7BR/5BA Retreat: 15 mins to National Mall

KimberlyRating, 5 stars1 month ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Perfect Stay! Our stay at Suitlamd Manor, was nothing short of amazing! From the moment we arrived, everything was spotless, well-organized, and exactly as described. The attention to detail—from the cozy decor to the thoughtful amenities—made us feel right at home. The location was perfect, close to everything we needed. yet still peaceful and quiet for a restful stay. Meka was an exceptional host, always responsive and helpful with local recommendations. We truly appreciated the little extras, like complimentary coffee and wine. The bed was incredibly comfortable, and we had everything we needed for a relaxing getaway. I highly recommend this place to anyone

Private house rentals

Top guest favourite
Home in Dameron
5 out of 5 average rating, 105 reviews

Peace Point - Waterfront, Secluded, Home w/hot tub

RayRating, 5 stars1 week ago
I don’t know if I can express how much I loved our stay at Rich and Yumi’s place. The property is very beautiful, private and very peaceful. We enjoyed fishing and taking in all of the sights and sounds of nature surrounding us. The fire pit area and hot tub were very nice additions to the property. The house was very clean and comfortable. The house was very well stocked. Rich and Yumi pay great attention to detail. We were greeted by a nice welcome basket and card to welcome us. After departing we realized that my daughter had forgotten a few items. Rich was very responsive and helpful in locating the items and arranging to ship them to us. I absolutely fell in love with this place and definitely plan to return in the future. Thank you very much Rich and Yumi for sharing your amazing property with us!
Superhost
Home in Fort Washington
4.82 out of 5 average rating, 106 reviews

Home away from home near MGM-3bed2bath

FrankieRating, 5 stars2 weeks ago
The space was exactly as described! Very clean and host was very proactive with check in and out instructions. Had a great time visiting the area. Would absolutely stay here again! **to note: there is a resident who lives downstairs, which is noted in the Airbnb description. You can hear them when they enter/exit the home. This did not bother us at all and we were aware of this as it was in the description but I wanted to highlight that for any perspective guests.
Guest favourite
Home in Fort Washington
4.91 out of 5 average rating, 55 reviews

Clean 4 bedroom cul-de-sac near downtown DC

HeatherRating, 5 stars2 weeks ago
This house is amazing! So much space and the Master Bedroom is so wonderful. Everything was clean and the street was safe and quiet. We will absolutely look to book here again.
Guest favourite
Home in Easton
5 out of 5 average rating, 10 reviews

Charming House, Quiet Neighborhood (Entire House)

KrisRating, 5 stars5 months ago
Relaxing and private home very comfortable. Will definitely rent this house again.
Top guest favourite
Home in Taylors Island
4.97 out of 5 average rating, 39 reviews

A Vacation for All, Away From It All

ChristyneRating, 5 stars4 months ago
If you are looking for a peaceful escape, you found it. Although this home can be used for large gatherings, it is also the perfect getaway for 2. My husband and I loved watching the water and the natural wildlife. DO NOT MISS THE OPPORTUNITY TO EXPERIENCE THIS HOUSE!
Superhost
Home in Chesapeake Beach
4.58 out of 5 average rating, 92 reviews

Spacious Home w/ private beach access close 2 City

LesRating, 5 stars2 weeks ago
House was comfortable and located in a beautiful location. Easy check in and Mai was super responsive. Would stay again
Superhost
Home in Temple Hills
4.85 out of 5 average rating, 202 reviews

DC MGM National Harbor Modern House with backyard

AmandaRating, 5 stars5 days ago
Fantastic host! She was extremely responsive and helpful. We’ll definitely stay here again during our next trip to D.C..
Guest favourite
Home in Saint Michaels
4.94 out of 5 average rating, 49 reviews

Private&Cozy/3br+2ba/1mi to town

ScottRating, 5 stars2 weeks ago
I have never stayed in a place that absolutely had everything we needed. I could have brought my clothes, shoes and makeup and basically been fine. The house was very clean. The furniture was comfortable and clean. The beds were comfortable. Town was 5 minutes away. We loved the shops and great restaurants. We would definitely recommend this house.

Destinations to explore