Vacation Rentals with Pool in Spocott Windmill, MD: Compare 10+ Sites & Save

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45 Best Vacation Rentals with Pool in Spocott Windmill (Starting from $340)

Waterfront Cambridge Home Pool and Dock!
Waterfront Cambridge Home Pool and Dock!
House
Cambridge, MD, USA
4.8k from Spocott Windmill center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
New to Booking
$852
Average price / night
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Renovated Historic Waterfront Home with Pool, Dock, 200 acres
Renovated Historic Waterfront Home with Pool, Dock, 200 acres
House
Cambridge, MD, 21613, United States
0.4k from Spocott Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

7 Bedrooms18 Guests
9.8

Exceptional

57 reviews

$895
Average price / night
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Waterfront Cambridge Gem with Hot Tub, Pool and Dock!
Waterfront Cambridge Gem with Hot Tub, Pool and Dock!
House
Woolford, MD, USA
5.2k from Spocott Windmill center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

7 Bedrooms27 Guests
New to Booking
$1276
Average price / night
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Escape with family or friends to this peaceful, 4-bedroom retreat on the water
Escape with family or friends to this peaceful, 4-bedroom retreat on the water
House
Cambridge, MD, 21613, United States
1.6k from Spocott Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave

4 Bedrooms8 Guests
10.0

Exceptional

11 reviews

$358
Average price / night
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Chesapeake Waterfront - 7BR 5BA - Beach Pool Dock
Chesapeake Waterfront - 7BR 5BA - Beach Pool Dock
House
Woolford, MD, USA
7.0k from Spocott Windmill center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach

7 Bedrooms18 Guests
New to Booking
$908
Average price / night
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Goose landing Waterfront Delight! Lee Creek Farm is a vacation oasis!
Goose landing Waterfront Delight! Lee Creek Farm is a vacation oasis!
House
Cambridge, MD, 21613, United States
2.5k from Spocott Windmill center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.8

Exceptional

7 reviews

$768
Average price / night
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The Birds Nest
The Birds Nest
House
Madison, MD, USA
7.1k from Spocott Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom16 Guests
New to Booking
$1262
Average price / night
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Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier -  Sleeps 18
Eagle Haven - Waterfront Estate on the Choptank with Pool and Pier - Sleeps 18
House
Cambridge, MD, 21613, United States
3.8k from Spocott Windmill center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms18 Guests
10.0

Exceptional

79 reviews

$1401
Average price / night
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Oyster Haven
Oyster Haven
House
Madison, MD, USA
7.5k from Spocott Windmill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom16 Guests
New to Booking
$1181
Average price / night
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NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock
House
Cambridge, MD, 21613, United States
4.2k from Spocott Windmill center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

7 Bedrooms20 Guests
9.8

Exceptional

9 reviews

$1809
Average price / night
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Walkable Condo with Drawbridge Views in Cambridge
Walkable Condo with Drawbridge Views in Cambridge
Apartment
Cambridge, MD, USA
9.8k from Spocott Windmill center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$364
Average price / night
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Waterfront Cambridge Home: Pool & Dock!
Waterfront Cambridge Home: Pool & Dock!
House
Cambridge, MD, 21613, United States
4.8k from Spocott Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
10.0

Exceptional

4 reviews

$791
Average price / night
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Less Than 1 Mi to Dtwn Waterfront Townhome in Cambridge!
Less Than 1 Mi to Dtwn Waterfront Townhome in Cambridge!
House
Cambridge, MD, USA
9.9k from Spocott Windmill center

Accessibility, Guest Services, Parking, Security/Safety, Fireplace/Heating, Pool, Internet

1 Bedroom6 Guests
New to Booking
$477
Average price / night
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Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay
Stunning Waterfront Eastern Shore Home,Pool & Hot Tub,15 Acres,10% off 7day stay
House
Cambridge, MD, 21613, United States
4.8k from Spocott Windmill center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms16 Guests
10.0

Exceptional

58 reviews

$1037
Average price / night
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New Intown Waterfront Townhome wPool & Location
New Intown Waterfront Townhome wPool & Location
House
MD, USA
10.0k from Spocott Windmill center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
9.5

Superb

2 reviews

$340
Average price / night
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Beautiful, Waterfront Home -- Perfect for Large Families and Groups!
Beautiful, Waterfront Home -- Perfect for Large Families and Groups!
House
Cambridge, MD, 21613, United States
4.8k from Spocott Windmill center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen

7 Bedrooms14 Guests
10.0

Exceptional

24 reviews

$997
Average price / night
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Waterfront 5BR/3.5BA with private pool, dock, fire pit, kayaks, beach Sleeps 14
Waterfront 5BR/3.5BA with private pool, dock, fire pit, kayaks, beach Sleeps 14
House
Cambridge, MD, 21613, United States
4.9k from Spocott Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$1443
Average price / night
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Waterfront Home with Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 20
Waterfront Home with Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 20
House
Cambridge, MD, 21613, United States
4.9k from Spocott Windmill center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms18 Guests
6.4

Good

5 reviews

$1443
Average price / night
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 Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate
Weddings/Reunions/Corp & Private Retreats 22 Acre Chesapeake Waterfront Estate
House
Cambridge, MD, 21613, United States
5.0k from Spocott Windmill center

AC, Arcade, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet

20 Bedrooms70 Guests
10.0

Exceptional

2 reviews

$6937
Average price / night
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Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 16
House
Cambridge, MD, 21613, United States
5.0k from Spocott Windmill center

AC, Barbecue, Breakfast Available, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms16 Guests
9.4

Superb

15 reviews

$1425
Average price / night
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 Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21
Relaxing getaway at Outrigger w/ plenty of space sleeping up to 21
House
Cambridge, MD, 21613, United States
5.0k from Spocott Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
9.0

Fabulous

15 reviews

$610
Average price / night
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Spacious 7-bedroom property with guest house, Wifi, AC in lovely Cambridge
Spacious 7-bedroom property with guest house, Wifi, AC in lovely Cambridge
House
Cambridge, MD, 21613, United States
5.1k from Spocott Windmill center

AC, Arcade, Crib, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

7 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$978
Average price / night
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NEW! Cattail Cove: Waterfront Retreat w/Guest House, Hot Tub, Pool,Fire Pit,Dock
NEW! Cattail Cove: Waterfront Retreat w/Guest House, Hot Tub, Pool,Fire Pit,Dock
House
Cambridge, MD, 21613, United States
5.2k from Spocott Windmill center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms13 Guests
10.0

Exceptional

6 reviews

$777
Average price / night
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Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
Waterfront Cambridge Gem w/ Hot Tub, Pool & Dock!
House
Cambridge, MD, 21613-3257, United States
5.2k from Spocott Windmill center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater

7 Bedrooms27 Guests
9.6

Exceptional

35 reviews

$1863
Average price / night
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Captain's Quarters on the Chesapeake Bay - Pool, Hot tub, Pier and sleeps >22
Captain's Quarters on the Chesapeake Bay - Pool, Hot tub, Pier and sleeps >22
House
Cambridge, MD, 21613, United States
5.4k from Spocott Windmill center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Laundry, Microwave, No Smoking

8 Bedrooms28 Guests
New to Booking
$1964
Average price / night
Check Availability
Private 2 Acre Waterfront Family Retreat with Pool & Pier
Private 2 Acre Waterfront Family Retreat with Pool & Pier
House
Cambridge, MD, 21613, United States
5.8k from Spocott Windmill center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

8 Bedrooms22 Guests
9.6

Exceptional

89 reviews

$1123
Average price / night
Check Availability
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
Short drive to Downtown Cambridge | Private Dock | Guest House | Pool | Hot Tub
House
Cambridge, MD, 21613, United States
6.2k from Spocott Windmill center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

8 Bedrooms17 Guests
9.4

Superb

6 reviews

$1434
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Spocott Windmill.

Spocott Windmill Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 45 verified vacation rentals with a pool in Spocott Windmill. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Spocott Windmill vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $340 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Spocott Windmill offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Spocott Windmill welcome pets. Currently, 22 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Spocott Windmill often include additional outdoor features such as Pool, Fireplace/Heating, and Bedding/Linens. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Spocott Windmill offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.