
Holiday rentals near Academy of the Arts
We found 391 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:21 Nov - 28 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 S$3,064
S$3,064
S$438 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 S$11,600
S$11,600
S$1,657 per night
includes taxes & fees
Image gallery for Grace Cottage, Saint Michaels Walk to everything!

1010 out of 10 rating
Exceptional
(11 reviews)
Grace Cottage, Saint Michaels Walk to everything!
St. Michaels, MD
8% off
Price is S$5,522
S$5,522
S$789 per night
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland

9.89.8 out of 10 rating
Exceptional
(37 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
12% off
Price is S$2,727
S$2,727
S$390 per night
includes taxes & fees
Image gallery for Chessie Cottage-Chesapeake Bay Great views from easy single floor living!

1010 out of 10 rating
Exceptional
(5 reviews)
Chessie Cottage-Chesapeake Bay Great views from easy single floor living!
Stevensville, MD
8% off
Price is S$5,390
S$5,390
S$770 per night
includes taxes & fees
Image gallery for Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC

8.48.4 out of 10 rating
Very good
(6 reviews)
Charming 4-bedroom house in Cambridge. the hart Of Eastern Shore, with WiFi, AC
Cambridge, MD
12% off
Price is S$1,869
S$1,869
S$267 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
(48 reviews)
Secluded Waterfront Property on 3 acres with swimming pool and dock.
Bozman, MD
5% off
Price is S$8,137
S$8,137
S$1,162 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 S$11,693
S$11,693
S$1,670 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 S$6,166
S$6,166
S$881 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
(50 reviews)
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,15%off 7day stay
Cambridge, MD
8% off
Price is S$8,928
S$8,928
S$1,275 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 S$9,518
S$9,518
S$1,360 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 S$5,196
S$5,196
S$742 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
(131 reviews)
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge, MD
8% off
Price is S$4,217
S$4,217
S$602 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 S$3,905
S$3,905
S$558 per night
includes taxes & fees
Image gallery for Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops

1010 out of 10 rating
Exceptional
(22 reviews)
Historic Downtown St. Michaels Studio | Walk to Waterfront, Dining & Shops
St. Michaels, MD
12% off
Price is S$2,541
S$2,541
S$363 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
8% off
Price is S$4,375
S$4,375
S$625 per night
includes taxes & fees
Image gallery for A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels

1010 out of 10 rating
Exceptional
(21 reviews)
A Luxury Home located in Easton with Water VIEWS! Close to Oxford/St. Michaels
Easton, MD
8% off
Price is S$3,503
S$3,503
S$500 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 S$2,690
S$2,690
S$384 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 S$3,068
S$3,068
S$438 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 S$14,895
S$14,895
S$2,128 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 S$8,784
S$8,784
S$1,255 per night
includes taxes & fees
Image gallery for Dollhouse in Central Historic St Michaels

9.69.6 out of 10 rating
Exceptional
(52 reviews)
Dollhouse in Central Historic St Michaels
St. Michaels, MD
12% off
Price is S$2,710
S$2,710
S$387 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 S$2,801
S$2,801
S$400 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
17% off
Price is S$2,351
S$2,351
S$336 per night
includes taxes & fees
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Find the best place to stay - Academy of the Arts
St. Michaels Escape | Pool, Hot Tub & Fire Pit
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
12 reviews(12 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)
- 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, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value