
Holiday rentals near St. Michaels Marina
We found 190 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals near St. Michaels Marina that can be your home away from home. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - St. Michaels Marina
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 S$3,057
S$3,057
S$437 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$11,574
S$11,574
S$1,653 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 S$11,685
S$11,685
S$1,669 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$8,118
S$8,118
S$1,160 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$6,152
S$6,152
S$879 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$3,061
S$3,061
S$437 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$2,565
S$2,565
S$366 per night
includes taxes & fees
Image gallery for Pet-Friendly Cottage – Ideal for Summer Getaways!

9.69.6 out of 10 rating
Exceptional
(8 reviews)
Pet-Friendly Cottage – Ideal for Summer Getaways!
Tilghman, MD
11% off
Price is S$2,954
S$2,954
S$422 per night
includes taxes & fees
Image gallery for "Point of View" Waterfront cottage with panoramic views on Tilghman Island

1010 out of 10 rating
Exceptional
(11 reviews)
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Tilghman, MD
9% off
Price is S$3,272
S$3,272
S$467 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage Retreat near St. Michaels

1010 out of 10 rating
Exceptional
(7 reviews)
Charming Waterfront Cottage Retreat near St. Michaels
Bozman, MD
16% off
Price is S$3,620
S$3,620
S$517 per night
includes taxes & fees
Image gallery for Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!

9.49.4 out of 10 rating
Exceptional
(129 reviews)
Large -IN TOWN- Historic House on Harbor in St Michaels - Walk to Everything!
St. Michaels, MD
8% off
Price is S$6,851
S$6,851
S$979 per night
includes taxes & fees
Image gallery for Historic Renovated Jackrabbit Cottage

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Historic Renovated Jackrabbit Cottage
Oxford, MD
8% off
Price is S$4,238
S$4,238
S$605 per night
includes taxes & fees
Image gallery for Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

9.69.6 out of 10 rating
Exceptional
(121 reviews)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St. Michaels, MD
8% off
Price is S$3,125
S$3,125
S$446 per night
includes taxes & fees
Image gallery for Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway

1010 out of 10 rating
Exceptional
(101 reviews)
Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway
Easton, MD
8% off
Price is S$3,616
S$3,616
S$517 per night
includes taxes & fees
Image gallery for Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views
Tilghman, MD
7% off
Price is S$3,720
S$3,720
S$531 per night
includes taxes & fees
Image gallery for Stunning views at WATERFRONT St Michaels area historic home, dog friendly

1010 out of 10 rating
Exceptional
(52 reviews)
Stunning views at WATERFRONT St Michaels area historic home, dog friendly
Neavitt, MD
8% off
Price is S$3,710
S$3,710
S$530 per night
includes taxes & fees
Image gallery for John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

9.69.6 out of 10 rating
Exceptional
(118 reviews)
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
St. Michaels, MD
8% off
Price is S$3,352
S$3,352
S$479 per night
includes taxes & fees
Image gallery for Charming cottage along water with private pier, near St. Michaels Winery

9.69.6 out of 10 rating
Exceptional
(135 reviews)
Charming cottage along water with private pier, near St. Michaels Winery
Bozman, MD
12% off
Price is S$2,649
S$2,649
S$378 per night
includes taxes & fees
Image gallery for Perfect Waterview Cottage - St. Michaels Getaway

9.89.8 out of 10 rating
Exceptional
(114 reviews)
Perfect Waterview Cottage - St. Michaels Getaway
Wittman, MD
8% off
Price is S$2,420
S$2,420
S$346 per night
includes taxes & fees
Image gallery for Harbor View Suite

1010 out of 10 rating
Exceptional
(25 reviews)
Harbor View Suite
St. Michaels, MD
8% off
Price is S$2,231
S$2,231
S$319 per night
includes taxes & fees
Image gallery for The heart of St Michaels awaits.

1010 out of 10 rating
Exceptional
(46 reviews)
The heart of St Michaels awaits.
St. Michaels, MD
7% off
Price is S$2,638
S$2,638
S$377 per night
includes taxes & fees
Image gallery for Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay

9.69.6 out of 10 rating
Exceptional
(23 reviews)
Family Friendly Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay
Tilghman, MD
12% off
Price is S$4,152
S$4,152
S$593 per night
includes taxes & fees
Image gallery for 25-50% Off~Private Beach~Hot Tub~Fire Table~

1010 out of 10 rating
Exceptional
(26 reviews)
25-50% Off~Private Beach~Hot Tub~Fire Table~
Stevensville, MD
8% off
Price is S$5,035
S$5,035
S$719 per night
includes taxes & fees
Image gallery for Charming Waterfront Cottage Outside St. Michaels Close to the Oaks

1010 out of 10 rating
Exceptional
(100 reviews)
Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
Royal Oak, MD
8% off
Price is S$4,667
S$4,667
S$667 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - St. Michaels Marina
BOOK NOW FOR SPRING & SUMMER DATES.
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
46 reviews(46 reviews)
Charming Summer Cottage – Relax and Unwind Here!
Sleeps 5 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
RELAX- Eastern Shore Creek Home - 6 Guests
Sleeps 6 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
15% Off Promo! Tilghman Cottage by Views & Eats
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Pet-Friendly Cottage – Ideal for Summer Getaways!
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
8 reviews(8 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