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 Chesapeake Beach
4.91 out of 5 average rating, 111 reviewsIndoor pool/spa nestled in Southern Md. woods.
Jul 13 – 20
Home in Hollywood
4.85 out of 5 average rating, 27 reviewsRiverhouse
Jul 19 – 26
Home in Lusby
4.91 out of 5 average rating, 67 reviewsSpacious and private waterfront, sleeps 10
Oct 5 – 12
Home in California
4.93 out of 5 average rating, 14 reviewsWaterfront home with pier near Solomon's Island
Oct 20 – 27
Home in Lexington Park
4.94 out of 5 average rating, 65 reviewsSerenity Bay-Relaxing, Spacious House-Private Pool
Dec 18 – 25
Home in Montross
5.0 out of 5 average rating, 7 reviewsThat 70's Hive - Retro Retreat w/ Beaches, Pool +
Dec 30 – Jan 6
Home in Montross
5.0 out of 5 average rating, 48 reviewsWaterfront+Kayaks+Gameroom+Pool+Firepit+EV/Dog OK
Sep 23 – 30
Weekly house rentals
Home in Church Creek
4.78 out of 5 average rating, 161 reviewsWaterview cottage on Chesapeake Bay
Feb 21 – 28
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
Mar 24 – 31
Home in Mechanicsville
5.0 out of 5 average rating, 50 reviewsWaterfront. Spacious. HotTub. Kayaks. DogFriendly.
Dec 27 – Jan 3
Home in Mechanicsville
5.0 out of 5 average rating, 4 reviewsModern luxury waterfront retreat Summer fun!
Oct 7 – 14
Home in Lusby
4.92 out of 5 average rating, 37 reviewsSoul Oasis - home on the Chesapeake Bay
Oct 19 – 26
Home in Hague
4.88 out of 5 average rating, 24 reviewsPotomac River View 3 BR Chalet
Mar 10 – 17
Private house rentals
Home in Solomons
5.0 out of 5 average rating, 45 reviewsHome with Boat Slip on Solomons Island
Dec 21 – 28
Home in Solomons
5.0 out of 5 average rating, 31 reviewsBlue Heron Retreat - on the Water
Sep 17 – 24
Home in Saint Leonard
4.96 out of 5 average rating, 82 reviewsLarge renovated home w/ 6 bedrooms and 2 kitchens!
Aug 26 – Sep 2
Home in Piney Point
4.92 out of 5 average rating, 12 reviews2 Bedroom Cozy Beach Cottage
Sep 19 – 26
Home in Solomons
4.97 out of 5 average rating, 61 reviewsRoomy 6 bedroom home in the heart of Solomons, MD
Dec 16 – 23
Home in Saint Leonard
4.94 out of 5 average rating, 36 reviewsCottage on the Bay
Mar 9 – 16
Home in Leonardtown
4.93 out of 5 average rating, 41 reviewsThe River House: A private waterfront oasis…
Sep 10 – 17
Home in Lusby
5.0 out of 5 average rating, 62 reviewsWaterfront with sweeping bay view & private beach
Nov 6 – 13
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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