Family-friendly holiday rentals in Delmarva Peninsula
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Delmarva Peninsula
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 Delmarva Peninsula family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Kent Narrows
5.0 out of 5 average rating, 279 reviewsChester Riverfront At Kent Narrows
2–9 Nov
Bungalow in Deale
4.87 out of 5 average rating, 356 reviewsCozy waterfront getaway on the Bay
12–19 Aug
Bungalow in Villas
4.96 out of 5 average rating, 358 reviewsBungalow on the Cape with Hot Tub
17–24 Apr
Condo in Bethany Beach
4.93 out of 5 average rating, 280 reviewsSea Colony Premier Family Resort
21–28 Apr
Cabin in North East
4.96 out of 5 average rating, 154 reviewsWaterfront Cabin on the Chesapeake
1–8 Feb
Villa in Ocean View
4.9 out of 5 average rating, 139 reviews3 BR 1st floor condo, near beach, resort community
2–9 Dec
Home in Montross
4.95 out of 5 average rating, 218 reviewsStunning Lake House Retreat on the Potomac River
18–25 Sep
Townhouse in Selbyville
4.91 out of 5 average rating, 204 reviewsBeach house on lake!
23–30 Sep
Family- and pet-friendly home rentals
Home in Cambridge
4.9 out of 5 average rating, 146 reviewsJewell on the Chesapeake
28 Jul – 4 Aug
Home in Rehoboth Beach
4.79 out of 5 average rating, 621 reviewsContemporary 1 Bedroom 2 level home
3–10 Feb
Guest suite in Dunnsville
5.0 out of 5 average rating, 239 reviewsThe Bird's Nest at Holly Bluff-Riverfront. Beach.
24–31 Oct
Home in Chincoteague Island
4.95 out of 5 average rating, 317 reviewsTranquil Shores - Nature Inspired Relaxation!
16–23 Mar
Apartment in Lexington Park
4.97 out of 5 average rating, 511 reviewsHistoric St. Mary's City, MD
1–8 Dec
Guesthouse in Smithsburg
4.97 out of 5 average rating, 644 reviewsJewel Vinsota Artist's Guesthouse
7–14 Mar
Cabin in Haymarket
4.93 out of 5 average rating, 198 reviewsLodge on the Lake
26 Aug – 2 Sep
Guesthouse in Highland
4.98 out of 5 average rating, 264 reviewsWoodland Retreat
6–13 Sep
Family-friendly home rentals with a pool
Condo in Rehoboth Beach
4.89 out of 5 average rating, 121 reviewsRight on Silver Lake walk to the beach and town!
18–25 Dec
Home in Lusby
5.0 out of 5 average rating, 111 reviewsHistoric Rousby Hall, Waterfront, Patuxent River
27 Oct – 3 Nov
Home in Berlin
4.78 out of 5 average rating, 174 reviewsOC, Md great amenities in community, near beaches
28 May – 4 Jun
Guesthouse in Glen Allen
4.84 out of 5 average rating, 470 reviewsPrivate and Quiet Pool House Convenient Location
5–12 Oct
Farm stay in Williamsburg
4.96 out of 5 average rating, 319 reviews3 BR Cottage on Mallardee Farm in Williamsburg
11–18 Dec
Guest suite in Catonsville
4.94 out of 5 average rating, 470 reviewsRollingside: Two-Room Guest Suite
28 Jul – 4 Aug
Home in Rehoboth Beach
4.99 out of 5 average rating, 119 reviewsSecluded beach beauty with private, heated pool
20–27 Sep
Condo in Rehoboth Beach
4.99 out of 5 average rating, 168 reviewsComfy and Convenient 2 bedroom/2 bath condo
24 Sep – 1 Oct
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