Chesapeake Bay Cottage Rentals with Air Conditioning(68)
Pool, hot tub, big water views--what more could you ask for in a cottage
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 7
$567 -
$712
per night
2 - 7 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 7
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
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
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$473 -
$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
$408 -
$550
per night
2 - 3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
1940's Sears Cottage in Village
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$240 -
$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 -
$578
per night
2 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$473 -
$610
per night
2 - 3 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 6
Memory Lane Delivers Great Oxford Location and Fabulous Decorating
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$423 -
$535
per night
2 - 3 night minimum stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Breezy Point Waterfront Cottage-Pool-Dock-Recreation Pavilion
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 6
$2,380 -
$3,800
per week
7 night minimum stay
- 5 BR,
- 3 BA,
- Sleeps 6
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
Darling in town cottage with private sandy beach and dock
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$382 -
$472
per night
2 - 3 night minimum stay
- 3 BR,
- 2 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
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
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
Tilghman Island Cottage for Six
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$850
per week
7 night minimum stay
- 3 BR,
- 2 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 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
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
Single family vacation cottage with pool, kayaks, play gym and dock
- 3 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
$532 -
$678
per night
2 - 7 night minimum stay
- 3 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
Harbor Cottage at the Chesapeake Bay Vacation Rental
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$185 -
$260
per night
3 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
Minutes to downtown Easton--Pool, dock and freshly updated.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$538 -
$670
per night
2 - 7 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Red Cottage in Historic Oxford District - Walk to Everything
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$433 -
$550
per night
2 - 3 night minimum stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Fabulous Private 29 Acres and 2,000' Shoreline Yet You Can Bike to Village
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$348 -
$422
per night
2 - 3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Restored 1920s Cottage: Great Home Base for Exploring Eastern Shore Villages
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$288 -
$432
per night
2 - 3 night minimum stay
- 2 BR,
- 1 BA,
- Sleeps 4
Crabber's Delight! Small cottage with private dock, outdoor deck.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$323 -
$435
per night
2 - 3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Chesapeake Bayfront Cottage - Port Republic, Calvert County, MD
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
$198 -
$198
per night
2 - 7 night minimum stay
- 2 BR,
- 1 BA,
- Sleeps 6
Cozy waterfront cottage with hot tub, large screened porch and scenic views
- 3 Bedrooms,
- 1 Bathroom, Sleeps 5
$190 -
$250
per night
5 night minimum stay
- 3 BR,
- 1 BA,
- Sleeps 5
Historic, Renovated, Walking Distance to All Things Oxford
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 4
$348 -
$448
per night
2 night minimum stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 4
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