Holiday rentals with a pool in Baltimore
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Baltimore
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Guest house in Annapolis
5.0 out of 5 average rating, 138 reviewsPrivate Art-Filled Guesthouse near Naval Academy
Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.
25 Jun – 2 Jul
Guest suite in Adelphi
4.85 out of 5 average rating, 202 reviewsCozy Suite with Hot Tub and Pool
Our cozy 3 room in-law suite is situated on 3 private acres with pool, hot tub, extensive gardens, hiking trails, parking, cable and wireless internet. Convenient to University of MD, Washington DC, and surrounding areas. Kids and pets welcome. Local attractions include the National Archives, Smithsonian Museum, Folger Shakespeare Library, Library of Congress, Lincoln Memorial, White House, Washington Memorial, National Mall, Arlington Cemetery, Spy Museum, Holocaust Museum, Annapolis etc.
11–18 Jan
Guest house in Owings Mills
4.96 out of 5 average rating, 111 reviewsShamrock cabin with hot tub, large yard
Please no cats! We are allergic. Backyard tiny house/guest house fits 2 adults comfortably. Equipped with small kitchenette, queen bed, and private bathroom. Kitchenette equipped with mini fridge, toaster oven, microwave, Keurig coffee machine, and silverware/dishware. Snacks/breakfast items and assorted k-cups provided. Dog friendly with spacious enclosed back yard containing private hot tub, small above ground pool, propane grill, fire pit, and badminton net. Includes Wi-Fi & TV with roku.
3–10 Apr
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Baltimore rentals with a pool
House rentals with a pool
Home in Perry Hall
4.98 out of 5 average rating, 41 reviewsGunpowder Retreat
3–10 Feb
Home in Jessup
5.0 out of 5 average rating, 24 reviewsFamily & Dog Friendly | Pool | Prime Location
3–10 Oct
Home in Annapolis
4.95 out of 5 average rating, 39 reviewsNaptown Suite
1–8 May
Home in Sykesville
4.92 out of 5 average rating, 60 reviewsCasa Blanca, where Luxury meets Serenity
1–8 Jan
Home in Gaithersburg
5.0 out of 5 average rating, 9 reviewsTownhouse in Gaithersburg
20–27 Jun
Home in Milford Mill
5.0 out of 5 average rating, 4 reviewsHidden Gem w/ Pool
6–13 Aug
Home in Stevensville
4.98 out of 5 average rating, 61 reviewsBeautiful Kent Island Getaway with Pool
12–19 Nov
Home in Stevensville
5.0 out of 5 average rating, 15 reviewsImpressive Waterfront Home - Pool, Pier, & Sunsets
9–16 Apr
Home in Stevensville
5.0 out of 5 average rating, 99 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
15–22 Aug
Home in Edgewater
4.97 out of 5 average rating, 29 reviewsWaterfront | Pool | Hot tub | Beach Access
17–24 Apr
Home in Annapolis
4.96 out of 5 average rating, 25 reviewsWaterfront Oasis with Private Pool, Hot Tub, Piers
7–14 Dec
Home in Annapolis
4.94 out of 5 average rating, 62 reviewsSouth River Retreat, Annapolis MD
27 Oct – 3 Nov
Apartment rentals with a pool
Apartment in Baltimore
5.0 out of 5 average rating, 5 reviewsArchitect's Home - Historic w/ Contemporary Design
31 Jan – 7 Feb
Apartment in Bethesda
4.93 out of 5 average rating, 28 reviewsVibrant Apartment in Bethesda.
4–11 Aug
Apartment in Annapolis
4.97 out of 5 average rating, 68 reviewsSpring into Annapolis-perfect location
31 Jul – 7 Aug
Apartment in Arlington
4.94 out of 5 average rating, 87 reviewsLovely 1-Bedroom Condo with Pool and City View
19–26 Feb
Apartment in Washington
4.88 out of 5 average rating, 42 reviewsFree Parking, Balcony, Elevator, and Big Recliners
1–8 May
Apartment in Annapolis
4.94 out of 5 average rating, 34 reviewsCozy Annapolis Condo
23–30 Sep
Apartment in Washington
4.97 out of 5 average rating, 32 reviewsChic 2 bed/2 bath Condo steps from White House
4–11 Oct
Apartment in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
15–22 Feb
Apartment in Annapolis
New place to stayCharming Annapolis Waterfront Condo
6–13 Dec
Apartment in Silver Spring
Beautiful Entire Condo near downtown Silver Spring
21–28 Oct
Apartment in Annapolis
4.96 out of 5 average rating, 208 reviewsAnnapolis Waterfront Condo - Unit #: A-203
15–22 Dec
Apartment in Washington
4.85 out of 5 average rating, 242 reviewsNEW Large Luxe Condo Rooftop Pool Prime Location
8–15 Sep
Quick stats about holiday rentals with a pool in Baltimore
Total rentals | 100 properties |
---|---|
Rentals with dedicated workspaces | 70 properties have a dedicated workspace |
Pet-friendly rentals | 40 properties allow pets |
Family-friendly rentals | 30 properties are a good fit for families |
Total number of reviews | 1.3K reviews |
Nightly prices starting at | € 18 before taxes and fees |
Destinations to explore
- Cape May Holiday rentals
- Wildwood Holiday rentals
- Rehoboth Beach Holiday rentals
- Arlington Holiday rentals
- Bear Holiday rentals
- Lancaster Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Rentals with pools United States
- Rentals with pools Washington
- Rentals with pools Philadelphia
- Rentals with a firepit Baltimore
- Apartment rentals Baltimore
- House rentals Baltimore
- Townhouse rentals Baltimore
- Family-friendly rentals Baltimore
- Monthly Rentals Baltimore
- Smoking-friendly rentals Baltimore
- Flat rentals Baltimore
- Rentals with a washing machine and dryer Baltimore
- Guest house rentals Baltimore
- Family-friendly rentals Baltimore
- Mansion rentals Baltimore
- Fitness-friendly rentals Baltimore
- Pet-friendly rentals Baltimore
- Rentals with a fireplace Baltimore
- Private suite rentals Baltimore
- Rentals with an EV charger Baltimore
- Rentals with a hot tub Baltimore
- Rentals with breakfast Baltimore
- Waterfront rentals Baltimore
- Rentals with outdoor seating Baltimore
- Rentals with a patio Baltimore
- Rentals with pools Maryland
- Rentals with pools Maryland
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom