Holiday rentals near Academy of the Arts
We found 388 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Academy of the Arts that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for spending time at your holiday home, which might include parking and a pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Academy of the Arts
Showing deals for:14 Nov - 21 Nov
Image gallery for The Middle Point Cabin in Saint Michaels
9.89.8 out of 10 rating
Exceptional
(49 reviews)
The Middle Point Cabin in Saint Michaels
Neavitt, MD
8% off
Price is £1,829
£1,829
£261 per night
includes taxes & fees
Image gallery for Attractive Waterfront Home over looking Choptank River. Sleeps 5
1010 out of 10 rating
Exceptional
(7 reviews)
Attractive Waterfront Home over looking Choptank River. Sleeps 5
Cambridge, MD
8% off
Price is £2,951
£2,951
£422 per night
includes taxes & fees
Image gallery for Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
1010 out of 10 rating
Exceptional
(134 reviews)
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Easton, MD
8% off
Price is £6,658
£6,658
£951 per night
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10 rating
Exceptional
(36 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
12% off
Price is £1,620
£1,620
£231 per night
includes taxes & fees
Image gallery for Eastern Shore Waterside Cottage Near St. Michaels
1010 out of 10 rating
Exceptional
(23 reviews)
Eastern Shore Waterside Cottage Near St. Michaels
Neavitt, MD
8% off
Price is £1,832
£1,832
£262 per night
includes taxes & fees
Image gallery for Secluded Waterfront Property on 3 acres with swimming pool and dock.
1010 out of 10 rating
Exceptional
(47 reviews)
Secluded Waterfront Property on 3 acres with swimming pool and dock.
Bozman, MD
5% off
Price is £4,748
£4,748
£678 per night
includes taxes & fees
Image gallery for Travelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint Michaels
8.48.4 out of 10 rating
Very good
(5 reviews)
Travelers Rest Spacious 5BR Pool riverfront Pier charming Easton Saint Michaels
Easton, MD
15% off
Price is £6,793
£6,793
£970 per night
includes taxes & fees
Image gallery for St Michaels Retreat, Log Cabin, Family & Pet-Friendly
9.89.8 out of 10 rating
Exceptional
(6 reviews)
St Michaels Retreat, Log Cabin, Family & Pet-Friendly
St. Michaels, MD
16% off
Price is £3,689
£3,689
£527 per night
includes taxes & fees
Image gallery for CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
9.49.4 out of 10 rating
Exceptional
(15 reviews)
CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
Cambridge, MD
8% off
Price is £6,712
£6,712
£959 per night
includes taxes & fees
Image gallery for Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
9.89.8 out of 10 rating
Exceptional
(130 reviews)
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge, MD
7% off
Price is £2,579
£2,579
£368 per night
includes taxes & fees
Image gallery for Crabby Casa; Waterfront with pool and dock on the Choptank River in Cambridge MD
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Crabby Casa; Waterfront with pool and dock on the Choptank River in Cambridge MD
Cambridge, MD
8% off
Price is £3,117
£3,117
£445 per night
includes taxes & fees
Image gallery for Studio in Downtown – Walk to Everything!
1010 out of 10 rating
Exceptional
(22 reviews)
Studio in Downtown – Walk to Everything!
St. Michaels, MD
11% off
Price is £1,530
£1,530
£219 per night
includes taxes & fees
Image gallery for Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Fish, kayak, bike, and more at this private serene 24-acre waterfront estate.
Cambridge, MD
8% off
Price is £2,329
£2,329
£333 per night
includes taxes & fees
Image gallery for Family and Pet-Friendly, Waterfront with Pier
1010 out of 10 rating
Exceptional
(253 reviews)
Family and Pet-Friendly, Waterfront with Pier
Cambridge, MD
8% off
Price is £1,608
£1,608
£230 per night
includes taxes & fees
Image gallery for Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
1010 out of 10 rating
Exceptional
(12 reviews)
Alpaca Farm on Chesapeake Bay - 86 Private Acres, Heated Pool, Beach, 600' Pier
Cambridge, MD
7% off
Price is £8,511
£8,511
£1,216 per night
includes taxes & fees
Image gallery for Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.89.8 out of 10 rating
Exceptional
(72 reviews)
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Woolford, MD
8% off
Price is £4,989
£4,989
£713 per night
includes taxes & fees
Image gallery for Outrigger at Swan Cove Manor
9.09.0 out of 10 rating
Wonderful
(15 reviews)
Outrigger at Swan Cove Manor
Cambridge, MD
7% off
Price is £2,628
£2,628
£375 per night
includes taxes & fees
Image gallery for Chesapeake Bay Waterfront ARTectural Home
1010 out of 10 rating
Exceptional
(30 reviews)
Chesapeake Bay Waterfront ARTectural Home
Stevensville, MD
8% off
Price is £5,521
£5,521
£789 per night
includes taxes & fees
Image gallery for Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,15%off 7day stay
1010 out of 10 rating
Exceptional
(48 reviews)
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,15%off 7day stay
Cambridge, MD
8% off
Price is £5,038
£5,038
£720 per night
includes taxes & fees
Image gallery for Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville, MD
16% off
Price is £1,412
£1,412
£202 per night
includes taxes & fees
Image gallery for Beautiful Waterfront Retreat in Cambridge!
1010 out of 10 rating
Exceptional
(43 reviews)
Beautiful Waterfront Retreat in Cambridge!
Cambridge, MD
8% off
Price is £1,676
£1,676
£239 per night
includes taxes & fees
Image gallery for Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
1010 out of 10 rating
Exceptional
(75 reviews)
Waterview with Beach Volleyball! Walk to Marina & Kentmorr Beach Bar and Grill.
Stevensville, MD
8% off
Price is £5,077
£5,077
£725 per night
includes taxes & fees
Image gallery for Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
1010 out of 10 rating
Exceptional
(77 reviews)
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28
Cambridge, MD
8% off
Price is £6,960
£6,960
£994 per night
includes taxes & fees
Image gallery for Waterfront property with private boat ramp and new dock!
9.49.4 out of 10 rating
Exceptional
(13 reviews)
Waterfront property with private boat ramp and new dock!
Cambridge, MD
8% off
Price is £1,494
£1,494
£213 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Chalet
Find the best place to stay - Academy of the Arts
An Afternoon Nap in the Hammock is a Must.
Sleeps 6 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Cass-N-Reel Luxury Houseboat
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
Sleeps 10 · 5 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
134 reviews(134 reviews)
Cass-Away Luxury Houseboat
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
98 reviews(98 reviews)
Top rated rentals - Academy of the Arts
A truly fabulous place for a family holiday
1010 out of 10
Exceptionalexceptional
195 reviews(195 reviews)
Holiday
1010 out of 10
Exceptionalexceptional
253 reviews(253 reviews)
Perfect Weekend!
1010 out of 10
Exceptionalexceptional
101 reviews(101 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value