House holiday rentals in Anne Arundel County

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Anne Arundel County

House rentals with a pool

Superhost
Home in Arnold
4.64 out of 5 average rating, 14 reviews

Waterfront home w Pool & Pier Mins to Annapolis

VickyRating, 5 stars12 months ago
House owners were extremely responsive and informative. House was well stocked , and a great location and view made the stay even better.
Superhost
Home in Pasadena
4.87 out of 5 average rating, 61 reviews

Beautiful Home Near Beach and Patapsco River

KristinaRating, 5 stars2 weeks ago
Place was great and large enough to accommodate 2 families (9 total people). We were excited to have a place with a pool but didn’t end up using it because it was a little chilly. Neighborhood was quiet and early morning walks were pleasant. Beds were comfortable too.
Guest favourite
Home in Annapolis
4.91 out of 5 average rating, 22 reviews

The General's House

CherryRating, 5 stars1 month ago
This place is the best!! My daughter graduated from Howard University this past week so we needed a larger home for our stay. The greenery surrounding the property is beautiful. The home is large enough to host a large family but cozy enough to still feel close. Danielle keeps the pool and jacuzzi clean and functional for all guests. I could go on and on… you won’t regret staying here!!
Top guest favourite
Home in Edgewater
5 out of 5 average rating, 14 reviews

StayAhoy! | Swim spa | Fishing

StephenRating, 5 stars8 months ago
10/10, 5-star experience. Christine and Will were wonderful hosts and their home was amazing. Don’t scroll past this listing!
Top guest favourite
Home in Edgewater
4.98 out of 5 average rating, 59 reviews

Entire Beach House with Pool and Hot Tub

LisaRating, 5 stars3 days ago
Peggy’s house is beautiful! The inside and the outside are just wonderful! The pool, hot tub are just perfect! Wishing only that the house could sleep 6 adults plus a couple of kids. The location is just perfect!
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!
Superhost
Home in Edgewater
4.82 out of 5 average rating, 22 reviews

South River Beach Front House

Katherine Rating, 5 stars1 month ago
I stayed here the week of my wedding and it was absolutely perfect! From waking up each morning to have coffee on the dock with my pups and husband, to the beautiful views from each room in the house, we truly had a lovely time and chose the right Airbnb for such a special week in our lives.
Guest favourite
Home in Bowie
4.92 out of 5 average rating, 84 reviews

Luxury 4 Bedroom - Pool/HotTub/Fire Pit

KelliRating, 5 stars1 week ago
Raquel and her team were a God-send at the last minute! Celebrating our son’s 5th grade graduation, we had a number of out of town guests and needed a place to stay so we could all be together. We were able to book same day and get in and settled later that night. We had a great time. We did have some power issues but Raquel was beyond proactive and her communication and responsiveness were first class. We were very grateful and already looking to stay again. Thank you Raquel!

Weekly house rentals

Top guest favourite
Home in Annapolis
4.99 out of 5 average rating, 87 reviews

Nautical Retreat 6 Guests • 3 BDR • 2 Baths

ChadRating, 5 stars2 weeks ago
The house is easy to find and has a great outdoor seating area. The house and linens were very clean and Sekai even provided fresh fruit upon arrival! The stocked Kurig pods were very handy and appreciated in the morning as well. From this location you have easy access to downtown Annapolis and all of its history. If you go the other way out of the neighborhood, you can browse the mall and TownCentre for all your other shopping needs. This is a pet friendly house that you would not know there had ever been a dog in there. Fortunately, ours was well behaved so you still won't know a pet was ever there! He enjoyed walking the large private yard.
Guest favourite
Home in Arnold
4.93 out of 5 average rating, 42 reviews

Cozy Arnold House Near Annapolis

EvelynRating, 5 stars4 weeks ago
The place was great for us for one week. Located close to the Naval Academy, the stadium and other places we wanted to go.
Top guest favourite
Home in Bowie
5 out of 5 average rating, 28 reviews

Secluded Yet Accessible 4 Bd/ 3Bth Country Retreat

SungRating, 5 stars5 days ago
It is a great place to stay comfortably for eight of us staying including an infant. Nice surroundings and beautiful place to appreciate Maryland’s scenery.
Top guest favourite
Home in Jessup
4.99 out of 5 average rating, 83 reviews

Family Friendly | Arcade | Prime Location

GinaRating, 5 stars6 days ago
I have stayed at two other air bnbs in Florida. This was my first in Maryland. This place was extremely clean, nicely furnished, tastefully decorated, and thoroughly stocked with EVERYTHING we might need. Heather had thought of everything. My sister, who has stayed at over twenty airbnbs (bc she travels often) as well as my husband and my other sisters also were extremely satisfied and impressed at the spotless and well decorated home. All the electronics worked well and there were very easy to follow directions. You would think this would be a standard for electronics, but it is not so—we stayed at an air bnb that boasted of a game room with game console, but the pool table was filthy and there were no directions on how to use the game console. Heather was awesome! I cannot say enough about her quick responsiveness and kindness and professionalism. This place made me feel pampered, very comfortable, and happy. It’s a bright home with a lot of natural light. 100% recommend!!!
Guest favourite
Home in Gambrills
5 out of 5 average rating, 24 reviews

Newly renovated cottage on 3 acres Annap/DC/Balt

GregoryRating, 5 stars3 weeks ago
After losing out on three different rentals we found this house. We were staying the week for our son’s graduation from the Naval Academy. It was perfect for our family. We didn’t care about being in downtown Annapolis and this place is perfect for some quiet time and relaxing from the hustle and bustle of graduation week. Would recommend this place for everybody. Thanks Mary!
Top guest favourite
Home in Shady Side
4.96 out of 5 average rating, 26 reviews

Ruby Of The Bay

StarlaRating, 5 stars2 weeks ago
Can’t say enough good things about our stay! Beautiful place with everything we could possibly need. The kitchen was well stocked and our host had thought of everything! Clear instructions, great recommendations for local spots etc. And the huge backyard and deck was perfect for us and our pups. Very comfortable beds and pillows too! Finally, host communicated so well and was incredibly accommodating.
Top guest favourite
Home in Shady Side
4.98 out of 5 average rating, 54 reviews

Sunset Cottage

Michelle EllenRating, 5 stars6 days ago
Nicole was a great host. Her place was nice — uncluttered, kitchen had everything you need, it was nice sitting on the sofa and looking out at the water. The beds we very comfortable.
Top guest favourite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Bay Home in Annapolis with Private Dock

ToddRating, 5 stars2 weeks ago
Beautiful place, beautiful location. Joel thought of anything you could want.

Private house rentals

Guest favourite
Home in Annapolis
4.97 out of 5 average rating, 74 reviews

Annapolis USNA Cottage Waterfront Pier Cozy Escape

Nate And KatieRating, 5 stars3 weeks ago
Very quiet location but not far from amenities. The home had an attention to detail that not all air bnbs do (for example enough towel hooks for everyone staying!) as well as basic cooking amenities
Superhost
Home in Upper Marlboro
4.79 out of 5 average rating, 19 reviews

Full basement with own kitchen and Bathroom

AshleyRating, 5 stars2 weeks ago
First let me say clean! There’s very few places with my standard of cleaning. However, I will say that you have to think about everything that comes with renting a basement ie: kids stomping and running around, crying, etc. I wish I would have thought of this so I would have brought my headphones for my zoom conference. That was my only quarrel. The home is exactly as pictured, and again… super clean! I would recommend staying here!
Top guest favourite
Home in Annapolis
5 out of 5 average rating, 42 reviews

Peaceful Waterfront Home in Annapolis 3BR 2BA.

AndrewRating, 5 starstoday
I would definitely come back here. If you want to unwind, decompress, or just slow-living for a couple of days, you won’t find a better place. The sounds of small waves all day and the birds chirping in the morning were almost as good as the break-taking ocean view. Better than advertised. I could sit in the cabana and read all day.
Superhost
Home in Pasadena
5 out of 5 average rating, 3 reviews

3Br Home walkable to shops and restaurants

RavenneRating, 5 stars2 weeks ago
We greatly enjoyed the place! The old kitchen is a great talking point - we loved the mounted can opener. Kenneth communicated about renovations that were done before we arrived, it was done before our stay and the new bathroom looks great! Driveway parking was great for 2 cars with plenty of street parking. The neighborhood was very quiet and close to numerous food options.
Top guest favourite
Home in Annapolis
5 out of 5 average rating, 30 reviews

Cozy Getaway – Beach Access, Fire Pit, Fenced Yard

SusanRating, 5 stars1 week ago
I was having some contractor work done at my own home and I was having trouble focusing in my office, so I sought an escape on AirBnB. I spotted Tammys property, she was accommodating, let me check in right away, the home was fantastic. The best part was the very large, securely fenced backyard, which my dog adored. Thank you for a wonderful stay, I will return.
Guest favourite
Home in Pasadena
4.93 out of 5 average rating, 44 reviews

3BD3BA in Riviera Beach*Fenced Yard*Pet Friendly*

ToniRating, 5 stars5 days ago
We loved staying here with two dogs, a lab and a golden retriever. We felt right at home the minute we walked in. It was very clean and nicely decorated. We would highly recommend this house.
Top guest favourite
Home in Stevensville
5 out of 5 average rating, 46 reviews

Away at the Bay: New Home on the Chesapeake Bay!

PaigeRating, 5 stars2 weeks ago
Cannot put into words how wonderful our time was at Away at the Bay! Just left my soon-to-be SILs bachelorette trip and the entire weekend was nothing short of incredible. Thank you so much to Ryan and Eric for creating such a wonderful experience in a place that truly feels like home but BETTER! Memories we will cherish forever.
Superhost
Home in Edgewater
4.83 out of 5 average rating, 59 reviews

Sunset Corner House

AndyRating, 5 stars4 weeks ago
This is a terrific place to stay. Nice view of the water (not on the water but across the street). Very quiet neighborhood and safe to walk around for a little exercise and to enjoy the view. Everything you need to be comfortable. Only note would be if you have mobility issues the stairs to the bedrooms was pretty steep, but wasn't a problem for any of us. Bang for the buck this place is hard to beat.

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