
Vacation rentals with a pool in Stevensville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Stevensville
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

3 bedroom home with pool and game room
Forget your worries in this spacious and serene space. 5 miles outside of the town of Centreville. 15 miles to Chestertown. Custom built home sits on 4 acres in the middle of a 200 acre farm. First floor master bedroom and master bath. Living room, half bath, kitchen and dining area. Large back porch facing pool. Second story has full bathroom and two bedrooms. Each bedroom has an extra room inside. Also upstairs is a game room with a pool table. 1-king bed 1-full bed 1- queen bed 1- twin

Boutique by the Bay
Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.

Beautiful Kent Island Getaway with Pool
PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.

1 bedroom -king in Annapolis-very low cleaning fee
Brand New Vacation Rental – Prime Annapolis Location! 1 bedroom. Experience the best of Annapolis in this newly renovated, beautifully furnished 1-bedroom condo with a king bed and NO chore list! This open-concept retreat offers a bright, modern interior and a private balcony to unwind. Start your day with a scenic walk through Truxton Park trails or head to the boat ramp to catch a water taxi to downtown Annapolis! Whether you're here for relaxation or adventure, this is the perfect spot.

Annapolis Waterfront Condo - Unit #: A-203
Cozy, comfortable condo. Great views - 2nd flr. Fireplace 1 bed/bath condo, sleeps 4 max, covered, water front deck, reserved parking! .5 mile walk to dwnt Annapolis and the Naval Academy, 1.9mi to the Navy stadium. Book NOW for the Summer! Easy access to Spring/Fall boatshows. 12 stairs, no elevator. Pool Memorial to Labor Day: MWTh 4pm-8 Tues: Closed FSS and Holidays: 12pm-8 The pool is one of the best places to be on a hot summer day. If hours are unacceptable, pls select another

Rollingside: Two-Room Guest Suite
Two-room guest suite with private entrance located in picturesque Catonsville, MD on a pre-Colonial road originally used for rolling tobacco to the harbor. Downtown Baltimore is 20 minutes away, BWI airport and Amtrak station 15 minutes, and our street is located on a bus route. Beautiful 3.5 mile walk to historic Ellicott City and an hour from Washington, D.C. Individuals and families with children are welcome, but the Airbnb member renting the property must be over the age of 25.

Annapolis Garden Suite
Welcome! We’re tucked away on a forested residential street, roughly a 7 minute drive from restaurants, coffee shops and all that Annapolis has to offer. 15m from the coast, 30m from Baltimore and 35m from DC. Tl;dr: this is a private ground-level guest suite with 3 beds, 2 bedrooms, 1 desk (optional standing desk), 1 kitchen with oven, dishwasher + Nespresso/pour over, 2 tvs, laundry room with washer/dryer, fast wifi, a pool, patio and a forest view. We live on the top floor.

Cozy Comfort Close to Annapolis & USNA
Private first-floor 2- bedroom guest apartment, in a lovely residential neighborhood 7.5 miles to Annapolis & USNA. Large living room, mini sit-in kitchen, bathroom, and laundry room. It’s ideal for travelers who want privacy, and a little more space than the usual stay. Sip your morning coffee in the gazebo and unwind after day trips fireside on the comfy sectional. The kitchen is ideal for enjoying light cooking or take outs. Comfy queen sized beds with crisp linens.

La Casita on Harris Creek, St. Michaels
Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Patterson Park Penthouse with Rooftop Deck!
Located overlooking the lovely Patterson Park and close to Canton & Fells Point this is a great spot for a Baltimore visit! This large and newly renovated Baltimore rowhouse less than 10 min from the Inner Harbor, Johns Hopkins main campus, Bayview, Fells Point, Canton. We invite you to stay in a lovely private apartment oasis on the top floor of the row house that has stunning views of the park and access to a balcony and large rooftop deck for lounging or dining.

Waterfront-View of Bay from your Bed-Steamy Sauna
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

1st Floor Condo in Annapolis
This newly renovated, 1st floor studio is perfectly located just across Spa Creek from historic Annapolis in Eastport. Within easy walking distance of restaurants (3 min), Main Street/City Dock (10 min) & USNA's Gate 1 entrance (14 min), our studio includes a full kitchen, high-speed wifi, free onsite parking lot, a secure building entrance, dock and a rooftop patio (with a seasonal pool) that offers beautiful views of downtown Annapolis.
Popular amenities for Stevensville rentals with a pool
House rentals with a pool

Waterfront Escape with Pool Nature Lover Paradise

Bay Breeze Retreat

The General's House-Spacious Home w/Pool & Hot Tub

Gorgeous, Waterfront Home Is Fabulous in Winter!

Kent Island Waterfront Retreat

Large Home with Pool & 7 bedrooms; sleeps 21

Bay Bliss House

Luxury 4 Bedroom - Pool/HotTub/Fire Pit
Condo rentals with a pool

A Kozy Waterfront Condo

Amazing Views from Spa Creek 2BD Condo with Pool

Charming Annapolis Waterfront Condo

Cozy Annapolis Condo

GREAT LOCATION ON SPA CREEK

Downtown Baltimore Vacation Waterfront

Walkable Condo w/ Drawbridge Views in Cambridge

Newly Renovated 1-Bedroom on Spa Creek
Other vacation rentals with a pool

New, Intown Waterfront Townhome w/Pool + Location!

Luxury Pool Loft sleeps 4

Annapolis Waterview Condo

Farmhouse w/hot tub, close to Tuckohoe State Park

4BR BWI/Hanover 3-Level With Bonus Living Space

A Min. to St.Michaels.Waterfrnt Cottage, Views!

Tranquility on Tilghman Island – Wide Water Views

Grandview - Cottage 1A, King Bed, Pool, Bay, WIFI
Quick stats about vacation rentals with a pool in Stevensville

Total vacation rentals
Explore 10 vacation rentals in Stevensville

Nightly prices starting at
Stevensville vacation rentals start at $125 CAD per night before taxes and fees

Verified guest reviews
Over 590 verified reviews to help you choose

Wifi availability
10 of Stevensville vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Stevensville rentals

4.9 Average rating
Stevensville stays are highly rated by guests—averaging 4.9 out of 5!
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- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- M&T Bank Stadium
- The White House
- District Wharf
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Capital One Arena
- Hampden
- National Museum of African American History and Culture
- Howard University
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- Arlington National Cemetery
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- George Washington University
- Washington Monument
- National Harbor
- Patterson Park
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- Marine Corps War Memorial
- The Pentagon




