
House holiday rentals in Centreville
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Top-rated house rentals in Centreville
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Popular amenities for Centreville house rentals
House rentals with a pool

Chestertown Watson Family Farm
We had a great time. The view is one of the best we have stayed at. The hosts have thought of almost everything you could need or want to do. Our kids wanted to come back just to do more of the activities. The interior is obviously dated but it is thoughtful, functional, and clean. We felt cozy and at home! We will be back!

House in Edgewater Maryland
The house was beautiful and clean. The lication was great! Too bad it rain during out stay so we couldn’t enjoy the pool and the backyard. Thank you!

Bay Breeze Retreat
Fabulous views of Chesapeake Bay, pool was great, deer everywhere, house was spacious with three living areas. Would definitely stay there again.

Gorgeous, waterfront home - Perfect for Families.
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.

Large Home with Pool & 7 bedrooms; sleeps 21
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!

Gunpowder Retreat
This house was perfect for our stay in MD. Our family of six was very comfortable here and our kids loved the pool and spa. The house is clean, cute and very cozy. Tanya was very quick to respond and great to work with!

The Little Gypsy BoHome
This home was the perfect way to spend a long weekend with our family and our dog! We enjoyed every amenity (the pool, the beach, the paddleboards, the sauna, the cold plunge, the grill, and even the steam shower!) and had a great time venturing into the nearby town. The home is well taken care of and you can tell that a lot of thought went into its set up. We'll definitely be back!

The Peaceful Getaway (with private pool & hot tub)
We got exactly what we planned for. We wanted a private pool to enjoy family time. The whole place was great. The only thing I didn’t care for were the bathrooms. They are a bit dated compared to the home. But other than that, it was very nice.
Weekly house rentals

| Eastern Shore | Family Getaway
The farmhouse was beautiful! It was quiet and peaceful. Kevin was a great host! We definitely plan to stay here again when we are back in the area!

Spacious4BR home with waterviews
5 adults, 2 children under age 6 stayed at Courtney's home, which was just as described and pictured on the airbnb web page. Great location for our stay for wedding weekend; very comfortable furniture (sofas, chairs, beds; many amenities provided for guests; terrific well-stocked kitchen; very large screened-in porch w/ nice view of Chesapeake Bay and surroundings; spacious bedrooms; 4 full bathrooms; very clean when we arrived. I could go on .... Courtney is a very good communicator, and responded quickly to the few questions we really had. She is a great host and the house was terrific for our needs.

Two bedroom small ranch with beautiful forest view
Great location away from city living , beautiful home away from home , & surrounded by total quietness .

The Little Gem Cottage/ EV charging station
My husband and I were so pleased with the rural setting. Inside the cottage was pristine and inviting. Everything you could want is provided. There is an adjacent house on the property that is also a rental. Future guests will want to know this is not a secluded cottage or hideaway. We are headed toward retirement, and a lot of our weekend outings are investigating cities, rural areas and housing options. We loved the size of this small home, and could see ourselves being very comfortable in a place this size. A nice weekend away, and we learned something!

1-Particular Harbor: A Coastal Oasis!
We had an amazing weekend and Gregory’s home was perfect. So clean and well equipped. Gregory thought of everything!! Highly recommend ⭐️⭐️⭐️⭐️⭐️

*Waterfront Sunset Bayview* sleeps 6
The perfect mom and teen boy getaway! The house is on the water with gorgeous sunsets and super clean! My boys attempted fishing daily even without any luck. Altho we didn't kayak because of the choppy water, its great location (there's a ladder at the private pier or a public launch a few yards away) We cooked and ate in a few nights and also enjoyed a local spot on the water (The Narrows). The neighborhood was quiet, relaxing and peaceful. We enjoyed a visit to the Chesapeake Environmental center (abt a 12 min drive) which was a hidden treasure. The Chesapeake Outdoors (recommended by our host Jeremiah) was a great find for bait and info from the locals. Morning coffee on the patio and evening sunsets on the pier were some of my favorites, along with the spacious open floor plan (yet privacy with bedrooms). Jeremiah was super responsive and kind! We'll be back to kayak, fish more, enjoy the hot tub coming soon, the serenity and gorgeous sunsets! (maybe we'll even bring dad -LOL)

Kent Island Waterfront Home
We really loved our stay! The house feels super cozy and has a lot of nice modern touches. The LED lighting throughout gives it a really relaxing vibe, and the big smart TVs were awesome for movie nights. The kitchen had everything we needed, and we appreciated the quality cookware and silverware. There were USB ports everywhere which was super convenient. But honestly, the best part was waking up and seeing the lake view for the first time—we arrived at night and were totally blown away when we saw it in the morning with a cup of coffee. The walkways and dock were great for enjoying the outdoors, and overall the whole place just felt peaceful and well thought-out. The hosts were really kind and attentive, and it showed. If you’re able to, we’d definitely recommend booking an extra day just to relax and enjoy the house—we were in town for a wedding and didn’t get as much time there as we would’ve liked. We’d love to come back!

Eastern Shore Escape in the Heart of Rock Hall
This was a really perfect fit for our family trip. One bedroom and bathroom on the first floor worked well for our older folks, and comfortable space to eat and visit with our local relatives during our stay. We had one minor issue which was addressed immediately by the hosts. Felt right at home. Would go back again.
Private house rentals

Cheerful & Spacious Shore Life Beauty!
Extremely comfortable accommodations. Loved all the cozy touches in the apartment. Access was simple. Privately located. Host was very friendly and very responsive.

River House on the Choptank
The house was perfect for us. We were in town for grandson's graduation and needed extra space and this definitely delivered. The property was amazing. Even though we couldn't physically enjoy much outside activities due to the rain we did get to enjoy beautiful views of the river from the large picture windows. Steven was always quick to respond to messages which was much appreciated!

Lark's Nest on the Chester River
This was our second time at Leone's beautiful spot on the Chester River and it did not disappoint! It's such a beautiful place and beautiful location -- we absolutely love it!! Thank you Leone!!!

Unwind on the Wye River
Beautiful and well maintained property. This is not an investment property Airbnb, this is someone’s personal vacation home and it shows in the attention to details and how well maintained it is. John also went above and beyond for our stay with a special request. We hope to return for our next golf trip to Queenstown Harbor.

Rachel's BnB
Above & beyond! The home was in a great spot with an excellent price. Tim was extremely accommodating with our requests and communication was perfect. The refrigerator was stocked with eggs and butter. The cupboards were stocked with staples and all the supplies we needed - toilet soap, shampoo, Kleenex, paper towels, bath towels, snacks, granola bars, etc. We would highly recommend this Airbnb to anyone and would use again. Thank you!

In Town Chestertown Rancher (1 Block to College)
Tim was very attentive to ensure we had a smooth check-in and if we needed anything throughout our stay. The place was comfortable and inviting. We also appreciated the small touches for our arrival. I definitely recommend this place to stay.

Screened Porch | Near Bay Bridge & USNA | Big Yard
Karin was very responsive to our last minute booking. The house was as described and directions were clear. We cannot thank the hosts for assisting us during a difficult time.

Lotus House: porches, decks, yard, beach access
House was beautiful, clean and host was phenomenal. Highly recommend!
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- Broadkill Beach
- Fortescue Beach
- Betterton Beach
- Oriole Park at Camden Yards
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Patterson Park
- Quiet Waters Park
- Crystal Beach Manor, Earleville, MD
- Maryland Renaissance Festival
- Flounder Pavilion Beach Front - Sandy Point State Park
- Caves Valley Golf Club
- Heritage Shores
- Killens Pond State Park
- Lums Pond State Park
- Gerry Boyle Park
- Bulle Rock Golf Course
- Six Flags America
- Breezy Point Beach & Campground
- Chesapeake Beach Water Park
- Idlewilde Restoration Project
- Susquehanna State Park
- Bayfront Beach