Vacation Rentals with Pool in Captain Timothy Hill House, VA: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Virginia

  5.  Chincoteague
  6.  Captain Timothy Hill House

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140 Best Vacation Rentals with Pool in Captain Timothy Hill House (Starting from $87)

Key West Cottages
Key West Cottages
Villa
Captain Timothy Hill House, Chincoteague, Virginia, USA
1.9k from Captain Timothy Hill House center

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

38 Bedrooms30 Guests
9.6

Exceptional

339 reviews

$408
Average price / night
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Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury
Sunrise Shore | Waterfront Oyster Bay Home w/ Pool, Hot Tub, Panoramic Views & Modern Luxury
House
Chincoteague Island, VA, 23336, United States
0.9k from Captain Timothy Hill House center

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

3 Bedrooms14 Guests
8.8

Fabulous

34 reviews

$564
Average price / night
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Assateague Inn 205-S
Assateague Inn 205-S
Apartment
Deep Hole, VA, USA
2.1k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$163
Average price / night
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Cedar Gables-Private Pool, Hot Tub, Deep Water Pier & Dock
Cedar Gables-Private Pool, Hot Tub, Deep Water Pier & Dock
House
Chincoteague, VA, 23336, United States
1.3k from Captain Timothy Hill House center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

5 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$525
Average price / night
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Assateague Inn 213-2R
Assateague Inn 213-2R
Apartment
Deep Hole, VA, USA
2.1k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$87
Average price / night
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Assateague Inn 100-2R
Assateague Inn 100-2R
Apartment
Chincoteague, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$201
Average price / night
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Only 5 min to Assateague National Seashore!
Only 5 min to Assateague National Seashore!
Condo
Chincoteague, VA, 23336, United States
1.9k from Captain Timothy Hill House center

AC, Barbecue, Extra Bed, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
8.6

Fabulous

8 reviews

$250
Average price / night
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Assateague Inn 103-S
Assateague Inn 103-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$163
Average price / night
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Assateague Inn 208-S
Assateague Inn 208-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom2 Guests
New to Booking
$154
Average price / night
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Assateague Inn 111 by Seaside Vacations & Sales
Assateague Inn 111 by Seaside Vacations & Sales
Condo
Chincoteague Island, VA, 23336, United States
2.2k from Captain Timothy Hill House center

AC, Barbecue, Heater, Internet, Kitchen, Microwave, No Smoking, Pool, TV

2 Bedrooms4 Guests
8.2

Very Good

32 reviews

$189
Average price / night
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Assateague Inn 207-S
Assateague Inn 207-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$163
Average price / night
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A Beach Bargain in Chincoteague!
A Beach Bargain in Chincoteague!
Condo
Chincoteague Island, VA, 23336, United States
2.2k from Captain Timothy Hill House center

AC, Barbecue, Extra Bed, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
9.2

Superb

5 reviews

$174
Average price / night
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Assateague Inn 202-S
Assateague Inn 202-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$163
Average price / night
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Only 5 min from Assateague National Seashore!
Only 5 min from Assateague National Seashore!
Condo
Chincoteague Island, VA, 23336, United States
2.2k from Captain Timothy Hill House center

AC, Barbecue, Extra Bed, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
7.4

Good

3 reviews

$189
Average price / night
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Assateague Inn 107-A
Assateague Inn 107-A
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$189
Average price / night
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Bella's Beach Retreat by Seaside Vacations & Sales
Bella's Beach Retreat by Seaside Vacations & Sales
Condo
Chincoteague Island, VA, 23336, United States
2.2k from Captain Timothy Hill House center

AC, Extra Bed, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
8.0

Good

8 reviews

$189
Average price / night
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Assateague Inn 104-S
Assateague Inn 104-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$160
Average price / night
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Surfers Villa
Surfers Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
9.6

Exceptional

14 reviews

$285
Average price / night
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Assateague Inn 204-S
Assateague Inn 204-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$167
Average price / night
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Wave Villa
Wave Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
7.6

Good

4 reviews

$403
Average price / night
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Assateague Inn 110-S
Assateague Inn 110-S
Apartment
Deep Hole, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$164
Average price / night
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Sand Dollar Villa
Sand Dollar Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$290
Average price / night
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Assateague Inn 206-S
Assateague Inn 206-S
Apartment
Chincoteague, VA, USA
2.2k from Captain Timothy Hill House center

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

1 Bedroom4 Guests
New to Booking
$163
Average price / night
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Crush Villa
Crush Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Balcony, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$345
Average price / night
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Coral Villa
Coral Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
8.4

Very Good

5 reviews

$193
Average price / night
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Palm Villa
Palm Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Balcony, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
9.2

Superb

5 reviews

$300
Average price / night
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Lighthouse Villa
Lighthouse Villa
Villa
Chincoteague, VA, 23336, United States
2.5k from Captain Timothy Hill House center

AC, Balcony, Barbecue, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
9.0

Fabulous

6 reviews

$401
Average price / night
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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 Captain Timothy Hill House.

Captain Timothy Hill House Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 140 verified vacation rentals with a pool in Captain Timothy Hill House. 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 Captain Timothy Hill House vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $87 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Captain Timothy Hill House 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 Captain Timothy Hill House welcome pets. Currently, 19 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 Captain Timothy Hill House often include additional outdoor features such as Fireplace/Heating, Pool, and Sports/Activities. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Captain Timothy Hill House 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.