Holiday rentals with a pool in Kent Island
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kent Island
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kent Island rentals with a pool
House rentals with a pool
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
29 Jan – 5 Feb
Home in Shady Side
4.88 out of 5 average rating, 174 reviewsCattail Landing- Photographer's Waterfront Retreat
23 Feb – 2 Mar
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
9 – 16 Nov
Home in Stevensville
4.98 out of 5 average rating, 62 reviewsBeautiful Kent Island Getaway with Pool
4 – 11 Jan
Home in Stevensville
4.7 out of 5 average rating, 217 reviewsSpectacular Water View Bay House
26 Apr – 3 May
Home in Stevensville
5.0 out of 5 average rating, 34 reviewsThe Pool House in Romancoke On The Bay
21 – 28 Oct
Home in Edgewater
4.97 out of 5 average rating, 30 reviewsEntire Beach House with Pool and Hot Tub
31 Oct – 7 Nov
Home in Annapolis
4.95 out of 5 average rating, 41 reviewsNaptown Suite
7 – 14 Nov
Condo rentals with a pool
Condo in Annapolis
4.97 out of 5 average rating, 68 reviewsSpring into Annapolis-very low cleaning fee
13 – 20 Mar
Condo in Annapolis
5.0 out of 5 average rating, 7 reviewsCharming Annapolis Waterfront Condo
20 – 27 Sept
Condo in Annapolis
4.94 out of 5 average rating, 36 reviewsCozy Annapolis Condo
25 Mar – 1 Apr
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
11 – 18 Oct
Condo in Annapolis
4.89 out of 5 average rating, 9 reviewsNewly Renovated 1-Bedroom on Spa Creek
13 – 20 June
Condo in Baltimore
5.0 out of 5 average rating, 5 reviewsArchitect's Home - Historic w/ Contemporary Design
19 – 26 June
Condo in Annapolis
4.5 out of 5 average rating, 4 reviewsWalk to Main St Waterfront condo, pool, parking
6 – 13 Jan
Condo in Annapolis
4.96 out of 5 average rating, 214 reviewsAnnapolis Waterfront Condo - Unit #: A-203
20 – 27 Aug
Destinations to explore
- Baltimore Accommodation & holiday rentals
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