House vacation rentals in Hollywood
Find and book unique houses on Airbnb
Top-rated house rentals in Hollywood
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Hollywood house rentals
House rentals with a pool
Home in Montross
4.93 out of 5 average rating, 166 reviewsThe Glebe
Dec 4 – 11
Home in Tracys Landing
4.99 out of 5 average rating, 166 reviewsThe Little Gypsy BoHome
Dec 13 – 20
Home in Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul 12 – 19
Home in Hollywood
4.85 out of 5 average rating, 27 reviewsRiverhouse
May 25 – Jun 1
Home in Montross
5.0 out of 5 average rating, 7 reviewsThat 70's Hive - Retro Retreat w/ Beaches, Pool +
Nov 4 – 11
Home in California
4.93 out of 5 average rating, 14 reviewsWaterfront home with pier near Solomon's Island
Oct 20 – 27
Home in Montross
5.0 out of 5 average rating, 48 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Dec 15 – 22
Home in Lexington Park
4.94 out of 5 average rating, 65 reviewsSerenity Bay-Relaxing, Spacious House-Private Pool
Oct 11 – 18
Weekly house rentals
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Sep 23 – 30
Home in Leonardtown
4.95 out of 5 average rating, 43 reviewsOld Bay Inn
May 13 – 20
Home in Hollywood
5.0 out of 5 average rating, 40 reviewsWaterfront Home: Osprey Getaway
Sep 20 – 27
Home in Montross
4.85 out of 5 average rating, 34 reviewsThe Haven at King Copsico - Comfortable and Cozy
Oct 29 – Nov 5
Home in Mechanicsville
5.0 out of 5 average rating, 50 reviewsWaterfront. Spacious. HotTub. Kayaks. DogFriendly.
Dec 27 – Jan 3
Home in Hague
5.0 out of 5 average rating, 4 reviewsSeahorse Inn
Oct 7 – 14
Home in Mechanicsville
5.0 out of 5 average rating, 4 reviewsModern luxury waterfront retreat Summer fun!
Oct 21 – 28
Home in Lusby
4.92 out of 5 average rating, 37 reviewsSoul Oasis - home on the Chesapeake Bay
Dec 8 – 15
Private house rentals
Home in Solomons
5.0 out of 5 average rating, 30 reviewsBlue Heron Retreat - on the Water
Sep 9 – 16
Home in Saint Leonard
4.94 out of 5 average rating, 36 reviewsCottage on the Bay
Jan 27 – Feb 3
Home in Huntingtown
5.0 out of 5 average rating, 19 reviewsHouse near Patuxent River
May 31 – Jun 7
Home in Saint Leonard
4.96 out of 5 average rating, 82 reviewsLarge renovated home w/ 6 bedrooms and 2 kitchens!
Dec 23 – 30
Home in Solomons
4.97 out of 5 average rating, 61 reviewsRoomy 6 bedroom home in the heart of Solomons, MD
Dec 23 – 30
Home in Leonardtown
5.0 out of 5 average rating, 15 reviewsWaterfront Cottage w/ Incredible Views
May 4 – 11
Home in Leonardtown
4.93 out of 5 average rating, 41 reviewsThe River House: A private waterfront oasis…
Jul 18 – 25
Home in Leonardtown
5.0 out of 5 average rating, 5 reviewsGarden Getaway
Jul 8 – 15
Quick stats about house rentals in Hollywood
Total rentals
30 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1K reviews
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