Family-friendly holiday rentals in Tilghman Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Tilghman Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Tilghman Island family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
16–23 Oct
Home in Deale
4.98 out of 5 average rating, 113 reviewsChesapeake Waterfront-Hot Tub-Kayaks-King Bed
12–19 Jan
Townhouse in Baltimore
4.95 out of 5 average rating, 570 reviewsRomantic Hot Tub Getaway, Walk to Fells Point
5–12 Oct
Home in Montross
4.95 out of 5 average rating, 218 reviewsStunning Lake House Retreat on the Potomac River
18–25 Sep
Flat in Arnold
4.96 out of 5 average rating, 158 reviewsCelebrate Summer By Your Private Pool
20–27 Feb
Home in Edgewater
4.75 out of 5 average rating, 269 reviewsEdgewater/Mayo Getaway!
3–10 Oct
Home in Arlington
4.86 out of 5 average rating, 264 reviewsArlington farmhouse w/easy access to everything DC
29 Oct – 5 Nov
Home in Severn
4.81 out of 5 average rating, 102 reviewsLarge Home with Pool & 7 bedrooms; sleeps 21
28 Oct – 4 Nov
Family- and pet-friendly home rentals
Guest suite in Chestertown
4.99 out of 5 average rating, 191 reviewsBeautiful Waterfront Chestertown Getaway
13–20 Sep
Flat in Solomons
4.99 out of 5 average rating, 223 reviewsIsland Breeze Solomons
1–8 Mar
Cottage in Deale
4.81 out of 5 average rating, 167 reviewsWatrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK
27 Aug – 3 Sep
Guest house in Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
2–9 Oct
Flat in Silver Spring
4.93 out of 5 average rating, 395 reviewsEscape to a Sunny Apartment in a Quiet D.C. Suburb
15–22 Oct
Guest suite in Arnold
4.85 out of 5 average rating, 499 reviewsSunny Spot Suite, Serene, Annapolis, Naval Academy
15–22 Aug
Cabin in Gambrills
4.89 out of 5 average rating, 140 reviewsRelaxing Cabin Get Away Near Annapolis & DC
10–17 Aug
Cottage in Deale
4.89 out of 5 average rating, 147 reviewsRockhold Creek Cottage
16–23 Apr
Family-friendly home rentals with a pool
Guest suite in Catonsville
4.94 out of 5 average rating, 470 reviewsRollingside: Two-Room Guest Suite
10–17 Oct
Home in Queenstown
4.81 out of 5 average rating, 143 reviewsBay Breeze Retreat
15–22 Nov
Apartment in Oxon Hill
4.88 out of 5 average rating, 132 reviewsModern Apartments available at National Harbor
12–19 Jun
Cottage in Neavitt
4.88 out of 5 average rating, 17 reviewsGrandview Cottage #2 -A special peaceful place!
1–8 Jan
Home in Saint Michaels
4.98 out of 5 average rating, 84 reviewsSM’s Premier Rental Heated Pool opens 4/12
1–8 Mar
Villa in Easton
4.95 out of 5 average rating, 38 reviewsSt. Michaels Waterfront-Pool/Kayak/Pier/Firepit
31 Oct – 7 Nov
Home in Woolford
4.98 out of 5 average rating, 54 reviewsGorgeous Waterfront-Beach, Pool, Pets- 7 Bd /5ba
2–9 Oct
Home in Arnold
4.91 out of 5 average rating, 85 reviewsAnnapolis Sunset Escape
16–23 Jan
Destinations to explore
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