Maryland Cottage Rentals(99)
Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 20
$495 -
$695
per night
2 - 3 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 20
Pool, hot tub, big water views--what more could you ask for in a cottage
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 7
$583 -
$712
per night
2 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 7
Waterfront Cottage - Scenic River Off Chesapeake Bay
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,995
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
1920's Restored Waterman's Cottage with Fantastic Views!
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 4
$392 -
$500
per night
2 - 3 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 4
Thistle Dew - Will Do!! Waterfront, Pool, Decor, Location
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$535 -
$752
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$490 -
$610
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$425 -
$550
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
1940's Sears Cottage in Village
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$307 -
$360
per night
2 - 3 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 4
Adorable cottage in heart of Oxford, walk to park, great family spot
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$502 -
$552
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
3 Free Kayaks To Explore the Bay Included
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$483 -
$562
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$490 -
$610
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Breezy Point Waterfront Cottage-Pool-Dock-Recreation Pavilion
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 6
$340 -
$600
per night
2 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 6
Memory Lane Delivers Great Oxford Location and Fabulous Decorating
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$440 -
$535
per night
2 - 7 night Minimum Stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Gorgeous Southern Colonial on the Water in Annapolis-
- 6 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 16
- 6 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 16
Avalon Cliff Guest House
- 2 Bedrooms, Sleeps 8
$300 -
$425
per night
2 night Minimum Stay
- 2 BR,
- Sleeps 8
1900 Circa Duel Cottages Decorated to Die For
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$592 -
$768
per night
2 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Waterfront Tilghman Island Cottage
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
$75 -
$175
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 6
Darling in town cottage with private sandy beach and dock
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$398 -
$472
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Historic, Renovated, Walking Distance to All Things Oxford
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 4
$348 -
$422
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 4
Tilghman Island Cottage for Six
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$850
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Charm, Comfort and Spectacular Water Front Views -- near OC Beaches.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$950 -
$1,250
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Sea Glass Cottage on the Bay - St Michaels MD Area
- 3 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$300 -
$400
per night
2 night Minimum Stay
- 3 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
Luxury Waterfront in Cambridge with Pool, Hot Tub, Dock!
- 3 Bedrooms, Sleeps 8
$379 -
$459
per night
3 night Minimum Stay
- 3 BR,
- Sleeps 8
Waterfront Cottage - Chesapeake Bay -Near Annapolis
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 10
$1,950 -
$2,600
per week
2 - 7 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 10
Waterfront Country Cottage Close To St Michaels
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$280 -
$495
per night
2 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Vintage Waterfront Cottage with Fishing Pier on the Chesapeake Bay.
- 2 Bedrooms,
- 1 Bathroom, Sleeps 5
- 2 BR,
- 1 BA,
- Sleeps 5
Waterfront Cottage With Stunning Views On Severn River
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 4 BR,
- 2 BA,
- Sleeps 7
Renovated cottage with Chesapeake Bay sandy beach direct access
- 1 Bedrooms,
- 1 Bathroom, Sleeps 3
$90 -
$150
per night
2 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 3
Chester River Water Front Retreat - Sunrise and Sunset Views
- 3 Bedrooms, Sleeps 8
$300 -
$350
per night
2 night Minimum Stay
- 3 BR,
- Sleeps 8
Charming Cottage Near Navy Marine Corp Stadium in Annapolis
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$165
per night
- 1 BR,
- 1 BA,
- Sleeps 4