House vacation rentals in Chesapeake Ranch Estates-Drum Point

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Popular amenities for Chesapeake Ranch Estates-Drum Point house rentals

House rentals with a pool

Top guest favorite
Home in North Beach
5 out of 5 average rating, 14 reviews

Stunning North Beach Getaway w/ Inground Pool

KoenRating, 5 stars8 months ago
Patti was an amazing host. She made sure that we had everything we need and she went the extra mile providing toys for our toddler. The house was beautiful. Very peaceful neighbourhood and you can just walk to the beach where you can find nice restaurants and a playground. Perfect getaway for families. And the heated pool is the icing on the cake
Guest favorite
Home in Ridge
4.89 out of 5 average rating, 56 reviews

Waterfront Paradise with a Private Pool

KathyRating, 5 stars3 months ago
It was absolutely wonderful staying at Joanne's home. It was very comfortable and loved the outdoor firepit. Very peaceful and lovely home. We would love to come back again for another visit.
Guest favorite
Home in Cambridge
4.96 out of 5 average rating, 112 reviews

Gorgeous, waterfront home. Perfect for Families.

Leslie RogersRating, 5 stars4 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!
Guest favorite
Home in Lusby
4.92 out of 5 average rating, 79 reviews

Spacious and private waterfront, sleeps 10

MichaelRating, 5 stars3 weeks ago
The location for this house is beautiful! We loved the private dock and spacious backyard. We stayed in late March so it was a bit cold some days but we still had a great time using the provided Kayaks and sitting on the dock and watching the beautiful surroundings. The location was perfect to have some s'mores nights around the firepit. The hosts were VERY responsive. The few times I had questions they replied within minutes and were very accomodating with our requests. They were very proactive with instructions and generously mentioned a foldable crib for the infant in our group - although we had our own that we used. The kitchen had all of the dinnerware and cookware that we needed for the meals that we made. The living areas were open and inviting. It was perfect for our group. One thing to watch for is the very steep driveway. It took a few times to get used to. We would definitely stay there again when we visit our family in the area.
Guest favorite
Home in Montross
4.99 out of 5 average rating, 150 reviews

Beach Please! River cottage w/private beach & dock

AudreyRating, 5 stars2 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.
Guest favorite
Home in Port Republic
4.95 out of 5 average rating, 19 reviews

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

JosueRating, 5 stars1 week 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 favorite
Home in Fort Washington
4.91 out of 5 average rating, 148 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 favorite
Home in Tracys Landing
4.99 out of 5 average rating, 206 reviews

The Little Gypsy BoHome

ToddRating, 5 stars3 weeks ago
The place was perfect, clean, homey, comfortable and really unique. Loved the pool, cold plunge, sauna, screen porch. We had everything we needed from fresh flowers and cookies to convenient multiple charging stations by the beds. Loved the outdoor lighting and overall coziness of this place. Quiet and peaceful, sounds of the water lapping the shore, beautiful place to drink morning coffee and watch the sunrise. Also found some great sea glass on the beach!! Love, love, loved staying here :)

Weekly house rentals

Superhost
Home in Fort Washington
4.82 out of 5 average rating, 105 reviews

Home away from home near MGM-3bed2bath

ArlenaRating, 5 stars2 weeks ago
Several adult family members and I were in town for a wedding. Though we don’t live this way any longer, we grew up about 10min away from this house so are very familiar with the neighborhood. The house itself is tucked back into a residential area, but is on a main secondary road so be prepared for a little bit of fun getting in and out. Place was clean, spacious, and the host was very responsive to the one small issue we had. Keeping this place on the short list for future hometown visits.
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 stars1 week ago
Nice place, had an issue with the ac but they had issues resolved quickly.
Top guest favorite
Home in Cambridge
4.95 out of 5 average rating, 231 reviews

Great Historic Cambridge Home With Parking!

AshleyRating, 5 stars4 weeks 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 favorite
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 favorite
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 favorite
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 stars2 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 favorite
Home in Easton
4.86 out of 5 average rating, 138 reviews

The Farm House at Hunting Creek - Pets $50 a night

AaronRating, 5 stars3 months ago
Older but nice home on acreage with a gated drive. Peaceful area. Beds were comfortable, shower had good hot water and good pressure. House was clean, needed amenities were there, host and care taker were responsive to our needs. Very friendly and helpful folks who went out of their way to ensure we had a good stay. House is an older house and could use some electrical updates (better outlet locations in the bedroom in particular for phone chargers) but changes to the property would probably necessitate raising the price so happy with what we had. Would stay here again without hesitation.

Private house rentals

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

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

RayRating, 5 stars4 days 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!
Guest favorite
Home in Fort Washington
4.91 out of 5 average rating, 55 reviews

Clean 4 bedroom cul-de-sac near downtown DC

HeatherRating, 5 stars1 week 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.
Superhost
Home in Saint Leonard
5 out of 5 average rating, 3 reviews

Waterfront Home, Spectacular View & Private Beach!

AmberRating, 5 stars1 month ago
I had a wonderful stay at this beautiful house over looking the bay! The views all around the property were absolutely stunning, creating such a peaceful and relaxing atmosphere. I was on a work trip with several coworkers, and the house was incredibly comfortable and spacious —it truly felt like home. The space was clean, safe, and well-maintained, making it the perfect retreat after long workdays. The kitchen was fully stocked with everything needed to prepare a large family meal, which was a huge plus. Most importantly, our host was amazing—she was incredibly kind, attentive, and thoughtful, anticipating our needs before we even had to ask. I would absolutely stay here again and highly recommend this property to anyone looking for a serene and welcoming getaway. Thank you, for such a great experience!
Top guest favorite
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 Temple Hills
4.85 out of 5 average rating, 201 reviews

DC MGM National Harbor Modern House with backyard

KimberlyRating, 5 stars6 days ago
Great, Kid friendly, Family oriented. Host is kind and extremely involved and responsive. This will be added to my favorites ❤️
Top guest favorite
Home in Colonial Beach
4.98 out of 5 average rating, 51 reviews

6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

MendyjoRating, 5 stars3 days ago
Are stay included two families that are in-laws and it was 11 of us total and we had an absolute beautiful weekend it was great the house I cannot say enough about how immaculate and perfect it is how accommodating Megan is how she has so many things that are there that she didn't even tell you and listen the amenity section literally you don't need to bring anything with you but yourself in your clothes we will definitely be back here again for another stay as extended family and I couldn't say more about how wonderful the place is
Guest favorite
Home in Saint Michaels
4.94 out of 5 average rating, 48 reviews

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

MeganRating, 5 stars2 weeks ago
I recently stayed at Michelle’s property in St. Michael's, Maryland, and had a wonderful experience. The location was perfect, right in the heart of downtown, making it easy to explore the local attractions and restaurants. The property was very clean and well-maintained, with all the amenities I needed for a comfortable stay. Communication with the host was excellent, as they were responsive and helpful throughout my visit. I highly recommend this rental for anyone looking for a convenient and pleasant place to stay in St. Michael's.
Top guest favorite
Home in National Harbor
4.97 out of 5 average rating, 39 reviews

7BD Amazonia Duplex-style home

KirstenRating, 5 stars3 weeks ago
This home was perfect for 6 of us to stay. The beds were comfortable, the heat & AC worked perfectly for the fluctuating temps, the kitchen was well stocked, and there was great space both upstairs and down. I’d definitely stay here again!

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