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House holiday rentals in Hillandale

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Hillandale

House rentals with a pool

Superhost
Home in Edgewater
4.91 out of 5 average rating, 147 reviews

House in Edgewater Maryland

CarmenRating, 5 stars1 week ago
It was amazing.The pool is so fun.We had bad weather but we were still a little inside.The location is quiet and beautiful. We will come back for sure. Thank you
Guest favourite
Home in Harpers Ferry
4.97 out of 5 average rating, 198 reviews

Harpers Ferry Farmhouse, Heated Year Round Pool

ValerieRating, 5 stars6 days ago
This was such a wonderful home! As other reviewers said, lots of room for a big group to spread out. We had 8 guests. (6 adults and two kids) We explored Harpers Ferry and enjoyed hiking the Maryland Heights Trail. We felt absolutely comfortable hanging at this serene house for our mornings and evenings. Cooked most of our meals, played billiards, sang karaoke, and enjoyed the plunge pool. We had an epic round of hide and go seek. Great interior design and lots of space to spread out for quiet time, and many perfect reading nooks. Thanks Leigh, for being so responsive and friendly!
Guest favourite
Home in Adamstown
4.96 out of 5 average rating, 107 reviews

Wizard's Escape | Sleep15+ | Pool | 2 EscapeRooms

KyleRating, 5 stars1 week ago
Was a wonderful immersive experience. We enjoyed dining and playing board games in the great hall. The escape rooms were very well done. I was skeptical on how it would go without a game master, even had some nice surprise moments. Looking forward to staying again. Kids were upset we weren't staying all week.
Guest favourite
Home in Cambridge
4.97 out of 5 average rating, 116 reviews

Gorgeous, waterfront home - Perfect for Families.

DavidRating, 5 stars3 weeks ago
Clare and Chris could not be nicer and easier to work with. My family/friends have been getting together since 1994 and have been to many great Airbnb's and VRBO's. My group could not stop telling me how great of a week we had. The primary features that were import to us which the house scored big are as follows: It has a dock (we arrived via boat), The kitchen is big, laid out for many "Cooks", The kitchen was open to the dining room table, The dining room table is open to the sitting areas, The pool was clean and inviting, The fire pit with seasoned firewood was a big hit for our group, All the beds were comfortable, The bedrooms were large and comfortable, The baths were clean, modern & large and The location to "What to do in Cambridge" is only 7-10 miles away. We made prearrangements: Richardson Maritime Museum to have a guided tour with David Williams on Friday and Spocott Windmill with George Radcliff. Both of these tours were fascinating. Our weekend was 5-Stars.
Guest favourite
Home in Severn
4.88 out of 5 average rating, 170 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

SamihahRating, 5 stars2 weeks ago
This home was the perfect place to celebrate my daughter’s graduation! We had family travel in from several states, and everyone felt comfortable and truly enjoyed the spacious layout. It was a bit too chilly to use the pool, but I’m already looking forward to booking this home again. I’ll definitely be a repeat renter!
Guest favourite
Home in Perry Hall
4.99 out of 5 average rating, 100 reviews

Gunpowder Retreat

MaryRating, 5 stars2 weeks ago
This home was spotlessly clean and looks just like the photos. The beds were comfortable and there was plenty of room and seating for watching movies. The showers and bathrooms were great, and it was nice to be able to do laundry. We used the pool towels provided. The kitchen was stocked with basic items - there is a keurig coffee pot only and they provide pods which was nice. A few things we didn’t realize: the driveway is very steep and we scraped our van trying to go down the first time - you need to go in at a certain angle. The noise alarms are very sensitive and it went off when we were watching a family movie, and we had to answer a text from Tanya. This was honestly a bit annoying. We enjoyed the pool and hot tub! When the jets were turned on, the hot tub become filled with much foam from all the chlorine so we didn’t turn the jets on anymore. We hiked from the house into the state park and did a 5 mile loop, which was very convenient.
Guest favourite
Home in Fort Washington
4.92 out of 5 average rating, 156 reviews

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

TheresaRating, 5 stars1 week ago
Daniel’s Home was beautiful and he made this special event for me and my family able to celebrate my sons 26th Heavenly Birthday a success We were very comfortable and it really felt like home the pool was very clean and the Home was very spacious and squeaky clean I would love to Book Daniel again He was a very nice and friendly Host that responded to any questions we had he made communication easy me and my family really enjoyed our self and yes he’s reasonable and you definitely get what you paid for and more Thank you again Daniel
Top guest favourite
Home in New Market
4.94 out of 5 average rating, 142 reviews

Historic Peace and Plenty Farm: Pool House

JenniferRating, 5 stars2 weeks ago
Duane and Matt were absolutely wonderful hosts! They helped make our quick weekend getaway truly unforgettable. Every amenity at the property was thoughtfully provided, and our daughters enjoyed every bit of it. Even while traveling internationally, Duane remained incredibly attentive and responsive, going above and beyond to ensure our stay was perfect. One of the highlights for our girls was getting to meet a baby sheep—such a thoughtful and special touch! They were especially taken with little Pinky Pie and are still talking about her. Thank you again, Duane, for sharing your beautiful property and creating such a memorable experience for our family!

Weekly house rentals

Guest favourite
Home in Silver Spring
4.9 out of 5 average rating, 52 reviews

Chic & Convenient – 1BR Near DC/UMD w/ Amenities

AdamRating, 5 stars1 week ago
Would stay again
Guest favourite
Home in Hyattsville
5 out of 5 average rating, 15 reviews

Fab LL 2 bdrm w/ private entrance, street parking

KeenaRating, 5 stars1 day ago
Leslie is an amazing host. She and Donovan went above and beyond to make sure we were comfortable and enjoyed our stay. The backyard was beautiful and peaceful. This was the perfect place to escape the busy city after a long day.
Top guest favourite
Home in Kensington
4.97 out of 5 average rating, 37 reviews

Cozy Basement Retreat: Charming 1BR/1B near DC

NatashaRating, 5 stars2 weeks ago
Rolando's place is wonderful! The perfect Airbnb stay! Very clean and modern. The basement apartment is private and very comfortable. Rolando was a great host!
Superhost
Home in Harpers Ferry
5 out of 5 average rating, 4 reviews

Gorgeous cabin on Blue Ridge

AshleyRating, 5 stars4 days ago
We absolutely loved our stay. The cabin is beautiful and our favorite part was enjoying the outdoor tub at sunset. Would love to stay again!
Top guest favourite
Home in Silver Spring
5 out of 5 average rating, 33 reviews

Tranquil Metropolitan House

LauraRating, 5 stars3 weeks ago
This is such a lovely, peaceful place right in the heart of Silver Spring, Maryland. The yard is beautiful and the house is so comfortable and quiet. We were there for 5 days for our son’s wedding and it was a haven for us during the hectic pre-wedding days. The kitchen is wonderful. Everything was very clean. The back enclosed porch was a fantastic additional space to be able to sit in. There are many other small things that make this house so nice- lots of attention to detail and pre-thought so there is nothing you need. Michelle and Jeff were SO considerate and quick to respond to us. We enjoyed cooking in the kitchen and having family stop by to see us. We hope to be able to come again when we are in town to visit our son.
Guest favourite
Home in Riverdale Park
4.91 out of 5 average rating, 47 reviews

Your Home Close to DC

QinRating, 5 stars10 months ago
Compact and snug, this annex has an interior that exudes a sense of homely friendliness the moment you walk in. Every requisite for living comfort and convenience is thoughtfully provided, from the dehumidifier down to the tea coasters—apparently all have been lovingly put together over the years. And Lois is a treasure in herself! I would give ten stars if I could.
Top guest favourite
Home in College Park
5 out of 5 average rating, 26 reviews

Basement Guest Suite in College Park, MD.

ParoRating, 5 stars4 weeks ago
We loved Eylin’s place as it was very well kept, clean and had all the necessary amenities. Appreciated his gesture in leaving a card and some goodies congratulating my daughter on her graduation. Found him to be a very considerate host as he noticed that our car was parked facing the wrong direction, so helped us avoid getting a ticket from the police. We truly had a lovely stay and highly recommend this place.
Guest favourite
Home in Hyattsville
4.98 out of 5 average rating, 96 reviews

Fire pit*Serene*king bed*Hyattsville Gem

KatieRating, 5 stars6 days ago
Our family enjoyed our stay at Reginald’s place! We would definitely stay again if we are ever back in DC

Private house rentals

Guest favourite
Home in Wheaton
4.89 out of 5 average rating, 28 reviews

Cozy Retreat in Silver Spring-See The Best Of DC

PatriciaRating, 5 stars2 weeks ago
This was my first visit to Silver Springs MD and staying here made it even nicer. The place was clean, quiet, and just as described. It’s a basement unit, with stairs to access it, but they were manageable. Abel responded quickly whenever I had a question. I came to visit family and felt comfortable during my stay.
Guest favourite
Home in Silver Spring
4.86 out of 5 average rating, 81 reviews

Lovely Garden Level Basement Apt.

RobRating, 5 stars2 weeks ago
Skye is a fantastic and welcoming host, and the place is very comfortable. Truly feels like a little home away from home. Peaceful and quiet location, and it had everything I needed for a relaxing stay. Would highly recommend; thank you Skye!
Top guest favourite
Home in Gaithersburg
5 out of 5 average rating, 23 reviews

Entire Modern & Cozy Private Basement w/Amenities

RebeccaRating, 5 stars1 week ago
My time at this Airbnb was great! Lan was an amazing host and made me feel right at home. The place was amazing and so cute!! Honestly, better than the pictures. She was so friendly and made sure I was taken care of. I had every I needed, plus more. The place is so local to some great places, and restaurants. Also the detail in this Airbnb was incredible, so amazing! If I’m ever in the Buffalo area I will stay Again! Thank you
Top guest favourite
Home in Silver Spring
4.96 out of 5 average rating, 92 reviews

Sauna, hot tub, great outdoor space!

MikaylaRating, 5 stars5 days ago
A wonderful home with great amenities and a very kind, helpful and responsive host. She respected our privacy and accommodated everything we needed. The hot tub and sauna were lovely. She even had a plastic pool for our dogs to play in. The house was well stocked and clean. There was clear communication from booking to checkout. We would for sure stay again!
Guest favourite
Home in North Laurel
4.93 out of 5 average rating, 61 reviews

Beautiful & serene environment

NinaRating, 5 stars1 week ago
Amazing stay all around ! Super comfy space and super clean! The only thing is that while the listing says “Entire home” it is just a seperate space basement, but a huge spacious one at that! Olu’s airbnb is definitely worth all the while!
Guest favourite
Home in Silver Spring
4.96 out of 5 average rating, 23 reviews

DC Metro - The Cottage on the Hill (Pet Friendly)

CarolRating, 5 stars1 day ago
Ed’s is an older home with a perfect blend of character and modern updates. It’s in superb condition and everything is clean and new. Ed responded instantly to all my messages. The house is in a great location…nothing was ever more than 10 min away. Downtown has nice restaurants and is only a mile or so away. We found other great restaurants too. Metro stops were minutes away. House is quiet. Ed even bought a specific piece of workout equipment just for my stay. He was such a pleasure to deal with. Can’t recommend him and his property highly enough.
Guest favourite
Home in Hyattsville
4.94 out of 5 average rating, 49 reviews

Modern living for visit DC/UMD 4 beds, 2 bedrooms

WaseemRating, 5 stars4 weeks ago
We had a wonderful stay at Nanyang Place—it truly felt like our home away from home in D.C. The host was exceptionally thoughtful and accommodating, especially knowing that we were traveling with a baby. She went above and beyond by providing a high chair, a crib, and even some baby food, which made our stay so much more comfortable and stress-free. The home itself was beautifully organized, clean, and welcoming. Every detail was carefully considered to ensure a smooth experience. We felt genuinely cared for, and her hospitality made a big difference in our trip. Thanks to her kindness and attention to detail, we were able to enjoy a memorable and relaxing family vacation in Washington, D.C. Highly recommend this place to anyone, especially families with young children!
Superhost
Home in Hyattsville
4.75 out of 5 average rating, 63 reviews

Small Family Home Close to DC and UMD

ShannonRating, 5 stars1 month ago
We loved staying here. The beds and pillows were amazing. I have neck and back problems and normally don’t sleep well on vacation but this place was like sleeping at home. Thanks Adam for letting us come with our puppies for thepuppysphere grand opening.

Quick stats about house rentals in Hillandale

  • Total rentals

    60 properties

  • Nightly prices starting at

    ₹1,720 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Montgomery County
  5. Hillandale
  6. House rentals