
Vacation rentals near St John's College
We found 1,126 vacation rentals — enter your dates for availability
Discover a selection of vacation rentals within easy reach of St John's College that provide the perfect home base for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You'll be sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - St John's College
Showing deals for:Nov 7 - Nov 14
Image gallery for One-level waterfront home with beach and stunning views all the way to the Bay Bridge

9.89.8 out of 10 rating
Exceptional
(12 reviews)
One-level waterfront home with beach and stunning views all the way to the Bay Bridge
Stevensville, MD
5% off
Price is CA $527
CA $527
CA $4,781 total
CA $4,781 total
includes taxes & fees
Image gallery for Brand New Spacious Luxury Home

1010 out of 10 rating
Exceptional
(8 reviews)
Brand New Spacious Luxury Home
Annapolis, MD
10% off
Price is CA $953
CA $953
CA $9,009 total
CA $9,009 total
includes taxes & fees
Image gallery for Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!

1010 out of 10 rating
Exceptional
(10 reviews)
Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!
North Beach, MD
20% off
Price is CA $600
CA $600
CA $5,694 total
CA $5,694 total
includes taxes & fees
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland

9.89.8 out of 10 rating
Exceptional
(35 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
15% off
Price is CA $321
CA $321
CA $2,915 total
CA $2,915 total
includes taxes & fees
Image gallery for Edgewater/Mayo Gateaway w/ Hot Tub

9.89.8 out of 10 rating
Exceptional
(20 reviews)
Edgewater/Mayo Gateaway w/ Hot Tub
Edgewater, MD
10% off
Price is CA $501
CA $501
CA $5,068 total
CA $5,068 total
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
6% off
Price is CA $936
CA $936
CA $8,353 total
CA $8,353 total
includes taxes & fees
Image gallery for NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.89.8 out of 10 rating
Exceptional
(29 reviews)
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak
Annapolis, MD
15% off
Price is CA $459
CA $459
CA $4,385 total
CA $4,385 total
includes taxes & fees
Image gallery for Unbelievable beach views for 6

1010 out of 10 rating
Exceptional
(8 reviews)
Unbelievable beach views for 6
North Beach, MD
10% off
Price is CA $366
CA $366
CA $3,152 total
CA $3,152 total
includes taxes & fees
Image gallery for Waterfront Annapolis w/swimming pool & pier -July 20-26 available

1010 out of 10 rating
Exceptional
(46 reviews)
Waterfront Annapolis w/swimming pool & pier -July 20-26 available
Annapolis, MD
18% off
Price is CA $473
CA $473
CA $4,574 total
CA $4,574 total
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
20% off
Price is CA $291
CA $291
CA $2,515 total
CA $2,515 total
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
10% off
Price is CA $1,051
CA $1,051
CA $8,996 total
CA $8,996 total
includes taxes & fees
Image gallery for Bay views with kayaks, bikes, fire pit, crabbing and more

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Bay views with kayaks, bikes, fire pit, crabbing and more
Shady Side, MD
40% off
Price is CA $328
CA $328
CA $3,124 total
CA $3,124 total
includes taxes & fees
Image gallery for Circa 1700 Chesapeake Colonial home on the National Register.

9.89.8 out of 10 rating
Exceptional
(53 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Stevensville, MD
10% off
Price is CA $635
CA $635
CA $5,498 total
CA $5,498 total
includes taxes & fees
Image gallery for Waterfront w/private pier, pool, Hot Tub, kayaks and in town.

1010 out of 10 rating
Exceptional
(54 reviews)
Waterfront w/private pier, pool, Hot Tub, kayaks and in town.
Rock Hall, MD
5% off
Price is CA $522
CA $522
CA $4,886 total
CA $4,886 total
includes taxes & fees
Image gallery for Annapolis Garden Suite

1010 out of 10 rating
Exceptional
(7 reviews)
Annapolis Garden Suite
Annapolis, MD
5% off
Price is CA $324
CA $324
CA $3,041 total
CA $3,041 total
includes taxes & fees
Image gallery for Walkable Eastport Home with Firepit, Porch & Fenced-in Yard

1010 out of 10 rating
Exceptional
(36 reviews)
Walkable Eastport Home with Firepit, Porch & Fenced-in Yard
Annapolis, MD
5% off
Price is CA $516
CA $516
CA $4,842 total
CA $4,842 total
includes taxes & fees
Image gallery for Quiet Relaxing Waterfront Suisse Chalet

9.69.6 out of 10 rating
Exceptional
(76 reviews)
Quiet Relaxing Waterfront Suisse Chalet
Annapolis, MD
14% off
Price is CA $411
CA $411
CA $4,076 total
CA $4,076 total
includes taxes & fees
Image gallery for Peaceful getaway convenient to local amenities including beach, boating & food

9.89.8 out of 10 rating
Exceptional
(115 reviews)
Peaceful getaway convenient to local amenities including beach, boating & food
Rock Hall, MD
10% off
Price is CA $262
CA $262
CA $2,368 total
CA $2,368 total
includes taxes & fees
Image gallery for Eastern Shore beach cottage get-away

1010 out of 10 rating
Exceptional
(136 reviews)
Eastern Shore beach cottage get-away
Rock Hall, MD
10% off
Price is CA $352
CA $352
CA $3,210 total
CA $3,210 total
includes taxes & fees
Image gallery for Annapolis Entertainment Complex

1010 out of 10 rating
Exceptional
(90 reviews)
Annapolis Entertainment Complex
Arnold, MD
10% off
Price is CA $804
CA $804
CA $7,375 total
CA $7,375 total
includes taxes & fees
Image gallery for Welcome to our newly built house

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Welcome to our newly built house
Glen Burnie, MD
10% off
Price is CA $458
CA $458
CA $4,035 total
CA $4,035 total
includes taxes & fees
Image gallery for Guest Quarters at the Inn - 101

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Guest Quarters at the Inn - 101
North Beach, MD
10% off
Price is CA $231
CA $231
CA $1,932 total
CA $1,932 total
includes taxes & fees
Image gallery for Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!

9.89.8 out of 10 rating
Exceptional
(95 reviews)
Adjacent to Annapolis~ by beach, 25 acre park next door & TV shows filmed here!
Edgewater, MD
10% off
Price is CA $515
CA $515
CA $4,909 total
CA $4,909 total
includes taxes & fees
Image gallery for Waterfront living on the Chesapeake Bay

1010 out of 10 rating
Exceptional
(56 reviews)
Waterfront living on the Chesapeake Bay
Pasadena, MD
5% off
Price is CA $434
CA $434
CA $4,093 total
CA $4,093 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - St John's College
Waterfront Oasis of Annapolis Star
Sleeps 4 · 1 bedroom
1010 out of 10
Exceptionalexceptional
75 reviews(75 reviews)
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Sleeps 18 · 6 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
31 reviews(31 reviews)
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Sleeps 12 · 3 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
194 reviews(194 reviews)
Waterfront Getaway, Dock Your Boat & Play!
Sleeps 6 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Floating 2 bed 2 bath condo stunning views of the bay
Sleeps 8 · 2 bedrooms · 2 bathrooms
6.86.8 out of 10
5 reviews(5 reviews)
Circa 1700 Chesapeake Colonial home on the National Register.
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Top rated rentals - St John's College
Fantastic Location with the surprise to be on the water
1010 out of 10
Exceptionalexceptional
236 reviews(236 reviews)
What an amazing property and perfect, beautiful area to walk. Gorgeous views of the waterway and bridge. Perfect distance to downtown Annapolis. We feel so fortunate to find this gem.
Diane M.
Stayed Oct 2023
Highly recommend
1010 out of 10
Exceptionalexceptional
212 reviews(212 reviews)
The cottage is beautiful and the view of the marina is even better. The swimming pool area has very comfortable lounge chairs and a lifeguard on duty. We had a wonderful stay and I couldn't recommend this location enough.
laura M.
Stayed Aug 2023
Wonderful weekend
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
We travelled from Canada and shared the cottage with our son, daughter-in-law and 16-month-old grandson for 3 nights. The cottage is exactly as described and had everything we needed to enjoy a wonderful weekend together. The beds are comfortable and the kitchen is well-equipped for cooking. There’s a grocery store a few minutes away and Annapolis is just a short trip for exploring. The best part is the beautiful, peaceful waterfront location and the many windows and screened porch that allow maximum enjoyment of the view. The cottage host is pleasant to deal with and responds quickly to messages. We’d love to visit again!
Elizabeth D.
Stayed Apr 2023
Perfectly Peaceful
1010 out of 10
Exceptionalexceptional
142 reviews(142 reviews)
This property provided the perfect, peaceful weekend escape for my husband and I. Dun’s Cove proved to be the best location to stay in the area with all the attractions and amenities nearby yet, we were always welcomed back by the tranquility of this property nestled along the shore. The views from within the home enhanced the feeling of being outdoors at all times and the added bonus of a wood burning fireplace truly made our time special. Whether you are in the area and need a place to stay or as a destination home, we would highly recommend renting this property.
Sheri W.
Stayed Dec 2021
- 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, yards and more
- More for lessMore space, more privacy, more amenities — more value