Vacation Rentals with Pool in Tower Hill, VA: Compare 10+ Sites & Save

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  1. VBOR
  2. Vacation Rentals with Pool
  3.  USA

  4.  Virginia

  5.  Cape Charles
  6.  Tower Hill

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33 Best Vacation Rentals with Pool in Tower Hill (Starting from $249)

Creekside - Custom Luxury in Bay Creek Resort!
Creekside - Custom Luxury in Bay Creek Resort!
House
Cape Charles, VA, USA
2.2k from Tower Hill center

Child Friendly, View, Guest Services, Parking, Security/Safety, Air Conditioner, Breakfast

1 Bedroom14 Guests
New to Booking
$800
Average price / night
Check Availability
Family House for rent with 16' x 32' salt water pool, large yd,wrap around porch
Family House for rent with 16' x 32' salt water pool, large yd,wrap around porch
House
Cape Charles, VA, 23310, United States
1.1k from Tower Hill center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
New to Booking
$696
Average price / night
Check Availability
Sand Dala - NEW 5 bedroom home in coveted Bay Creek Resort!
Sand Dala - NEW 5 bedroom home in coveted Bay Creek Resort!
House
Cape Charles, VA, USA
2.4k from Tower Hill center

Internet, Fireplace/Heating, Child Friendly, Parking, Security/Safety, Air Conditioner, Sports/Activities

5 Bedrooms12 Guests
New to Booking
$690
Average price / night
Check Availability
Cape Charles home with pool and golf cart 5 minutes from the beach!
Cape Charles home with pool and golf cart 5 minutes from the beach!
House
Cape Charles, VA, 23310, United States
1.2k from Tower Hill center

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

3 Bedrooms9 Guests
8.6

Fabulous

16 reviews

$319
Average price / night
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Sun Outdoors Cape Charles
Sun Outdoors Cape Charles
House
Cape Charles, VA, USA
2.7k from Tower Hill center

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

3 Bedrooms6 Guests
7.7

Good

4 reviews

$249
Average price / night
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Bay Creek Meets Historic Cape Charles! pool access!
Bay Creek Meets Historic Cape Charles! pool access!
House
Cape Charles, VA, 23310, United States
2.4k from Tower Hill center

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

3 Bedrooms8 Guests
New to Booking
$540
Average price / night
Check Availability
Isla Villa - Comfortable Bay Creek townhome with pools & golf!
Isla Villa - Comfortable Bay Creek townhome with pools & golf!
House
Cape Charles, VA, USA
2.9k from Tower Hill center

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

1 Bedroom8 Guests
New to Booking
$551
Average price / night
Check Availability
The Oyster Farm Marina: The Jetty
The Oyster Farm Marina: The Jetty
Villa
Cape Charles, VA, 23310, United States
2.5k from Tower Hill center

AC, Dryer, Heater, Hot Tub, Internet, Laundry, No Smoking, Outdoor Space, Pool

1 Bedroom9 Guests
New to Booking
$509
Average price / night
Check Availability
The Blue Pearl - Luxurious beachfront living with community pool!
The Blue Pearl - Luxurious beachfront living with community pool!
House
Cape Charles, VA, USA
2.9k from Tower Hill center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay, Family

4 Bedrooms10 Guests
New to Booking
$647
Average price / night
Check Availability
The Palm: Three story two-bedroom villa
The Palm: Three story two-bedroom villa
Villa
Cape Charles, VA, 23310, United States
2.5k from Tower Hill center

AC, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$729
Average price / night
Check Availability
Day Dream Believer - New Construction, Upscale Resort, Many Amenities!
Day Dream Believer - New Construction, Upscale Resort, Many Amenities!
House
Cape Charles, VA, USA
3.0k from Tower Hill center

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

4 Bedrooms10 Guests
New to Booking
$475
Average price / night
Check Availability
Spacious Beach House: Oystermen's Pearl: Golf Cart Included
Spacious Beach House: Oystermen's Pearl: Golf Cart Included
House
Cape Charles, VA, 23310, United States
2.5k from Tower Hill center

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

4 Bedrooms12 Guests
9.0

Fabulous

13 reviews

$430
Average price / night
Check Availability
14th & Hoos
14th & Hoos
Villa
VA, USA
3.1k from Tower Hill center

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

5 Bedrooms15 Guests
9.0

Fabulous

1 reviews

$595
Average price / night
Check Availability
SUNRISE 2 SUNSET VIEWS! Enjoy our beautiful, spacious home steps from the beach!
SUNRISE 2 SUNSET VIEWS! Enjoy our beautiful, spacious home steps from the beach!
House
Cape Charles, VA, 23310, United States
2.6k from Tower Hill center

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

6 Bedrooms15 Guests
9.4

Superb

60 reviews

$704
Average price / night
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Golf Tennis Pool Beach - Bay Creek Caddy Shack
Golf Tennis Pool Beach - Bay Creek Caddy Shack
House
Cape Charles, VA, USA
3.1k from Tower Hill center

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

3 Bedrooms10 Guests
New to Booking
$481
Average price / night
Check Availability
Beach Bums Only - Chesapeake Properties
Beach Bums Only - Chesapeake Properties
House
Cape Charles, VA, 23310, United States
2.6k from Tower Hill center

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

4 Bedrooms11 Guests
10.0

Exceptional

12 reviews

$744
Average price / night
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Spacious Cheriton Home 8 Mi to Cape Charles!
Spacious Cheriton Home 8 Mi to Cape Charles!
House
Cape Charles, VA, USA
6.6k from Tower Hill center

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

6 Bedrooms19 Guests
New to Booking
$706
Average price / night
Check Availability
First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!
First Floor King Suite, Kids Bunk Room ~ Private Beach & Community Pool Access!
House
Cape Charles, VA, 23310, United States
2.6k from Tower Hill center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater

4 Bedrooms11 Guests
9.4

Superb

12 reviews

$540
Average price / night
Check Availability
The Purple Pelican - Best View of all the rental houses!\nAccess to Bay Creek!
The Purple Pelican - Best View of all the rental houses!\nAccess to Bay Creek!
House
Cape Charles, VA, 23310, United States
2.7k from Tower Hill center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
10.0

Exceptional

24 reviews

$689
Average price / night
Check Availability
Gorgeous water views, a private swimming pool & easy access to private beach!
Gorgeous water views, a private swimming pool & easy access to private beach!
House
Cape Charles, VA, 23310, United States
2.8k from Tower Hill center

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

4 Bedrooms12 Guests
9.8

Exceptional

20 reviews

$812
Average price / night
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Bayfront Views, Beach + Putting Green—Bay Creek
Bayfront Views, Beach + Putting Green—Bay Creek
House
Cape Charles, VA, 23310, United States
2.9k from Tower Hill center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Elevator, Fireplace, Free Parking

6 Bedrooms16 Guests
10.0

Exceptional

6 reviews

$1282
Average price / night
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Tranquil Charming Cape Charles Retreat close to Bay Creek Golf Course, and Beach
Tranquil Charming Cape Charles Retreat close to Bay Creek Golf Course, and Beach
House
Cape Charles, VA, 23310, United States
2.9k from Tower Hill center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Heater, Internet, Kitchen, Laundry

5 Bedrooms16 Guests
10.0

Exceptional

3 reviews

$653
Average price / night
Check Availability
The Nest on the Shore
The Nest on the Shore
House
Cape Charles, VA, 23310, United States
2.9k from Tower Hill center

Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Pool

3 Bedrooms10 Guests
New to Booking
$518
Average price / night
Check Availability
Rendezvous, a Resort Condo in charming Cape Charles.
Rendezvous, a Resort Condo in charming Cape Charles.
Condo
Cape Charles, VA, 23310, United States
3.0k from Tower Hill center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
9.8

Exceptional

9 reviews

$401
Average price / night
Check Availability
Saratoga Charmer.w/Communtiy Pool and Private Beach
Saratoga Charmer.w/Communtiy Pool and Private Beach
House
Cape Charles, VA, 23310, United States
3.0k from Tower Hill center

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

3 Bedrooms8 Guests
9.8

Exceptional

90 reviews

$417
Average price / night
Check Availability
Charming Historic 5-Bedroom Home with a Refreshing Pool!
Charming Historic 5-Bedroom Home with a Refreshing Pool!
House
Cape Charles, VA, 23310, United States
3.0k from Tower Hill center

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

5 Bedrooms12 Guests
10.0

Exceptional

30 reviews

$715
Average price / night
Check Availability
come enjoy this true EsCape from reality!
come enjoy this true EsCape from reality!
Condo
Cape Charles, VA, 23310, United States
3.0k from Tower Hill center

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

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$612
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 Tower Hill.

Stay Near Tower Hill's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Tower Hill Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 33 verified vacation rentals with a pool in Tower Hill. 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 Tower Hill vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $249 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Tower Hill 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 Tower Hill welcome pets. Currently, 4 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 Tower Hill often include additional outdoor features such as Pool, Fireplace/Heating, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Tower Hill 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.