Compare Pittsville Villas

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Featured Villas in Pittsville

Upscale Beach & Golf Getaway At Bayside Resort

Upscale Beach & Golf Getaway At Bayside Resort

This villa features an indoor pool, an outdoor pool, and a gym. Other amenities at this family-friendly villa include a hot tub, an arcade/game room, and laundry facilities.
Pool
Hot Tub
SUPER 5 BR, 3.5 bath, sleeps 12 in the heart of Bayside! EV charging and extras!

SUPER 5 BR, 3.5 bath, sleeps 12 in the heart of Bayside! EV charging and extras!

Guests of this villa enjoy a water park, an indoor pool, and a gym. Other amenities at this golf villa include a sauna, a hot tub, and laundry facilities.
Pool
Hot Tub
Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!

Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!

$222 nightly
The price is $225 total per night
$225 total
Oct 12 - Oct 13
Total with taxes and fees
This villa offers a water park, an outdoor pool, and laundry facilities. This smoke-free villa also has a garden.
Pool
Kitchen
Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf

Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf

This villa features a gym and laundry facilities.
Pool
Kitchen
Cozy, bright and spacious new villa in The Peninsula- 5 star gated community

Cozy, bright and spacious new villa in The Peninsula- 5 star gated community

This villa features a water park, an indoor pool, and an outdoor pool. Other amenities at this family-friendly villa include a gym, a sauna, and a hot tub.
Pool
Hot Tub
Bayside - Beach/Golf 4BR/3.5B+Enclosed Loft/Game Room - Backs to Private Pond

Bayside - Beach/Golf 4BR/3.5B+Enclosed Loft/Game Room - Backs to Private Pond

This villa features a water park, an indoor pool, and an outdoor pool. Other amenities at this family-friendly villa include a sauna, a hot tub, and an arcade/game room.
Pool
Hot Tub
Live the Bayside! Golf, Pools, and the Beach!

Live the Bayside! Golf, Pools, and the Beach!

At this villa, guests enjoy a water park, an indoor pool, and an outdoor pool. Other amenities at this family-friendly villa include a gym, a hot tub, and laundry facilities.
Pool
Hot Tub
Spacious Sea Colony second floor condo with pools, hot tubs & washer/dryer

Spacious Sea Colony second floor condo with pools, hot tubs & washer/dryer

This villa features a water park, an indoor pool, and a gym. You'll find limited parking. Additional amenities include a sauna, a hot tub, and laundry facilities.
Pool
Hot Tub
Sea Colony Villa with Central AC & Washer/Dryer - Private Beach & 12 Pools

Sea Colony Villa with Central AC & Washer/Dryer - Private Beach & 12 Pools

At this villa, guests enjoy a water park, an indoor pool, and a gym. Additional amenities include a sauna and laundry facilities.
Pool
Kitchen
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Pittsville

    Hyatt Place Ocean City / Oceanfront

    Hyatt Place Ocean City / Oceanfront

    1 16th Street, Ocean City, MD
    $84 nightly
    The price is $93 total per night from Oct 20 to Oct 21
    $93 total
    Oct 20 - Oct 21
    Total with taxes and fees
    9/10 Wonderful! (1,553 reviews)
    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave, Ocean City, MD
    $92 nightly
    The price is $102 total per night from Nov 3 to Nov 4
    $102 total
    Nov 3 - Nov 4
    Total with taxes and fees
    9/10 Wonderful! (3,232 reviews)
    Princess Royale Oceanfront Resort

    Princess Royale Oceanfront Resort

    Oceanfront on 91st Street, Ocean City, MD
    $105 nightly
    The price is $115 total per night from Oct 19 to Oct 20
    $115 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8.6/10 Excellent! (2,215 reviews)

Luxury Villas

Book luxury villas in Pittsville
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Pittsville. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Pittsville, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Pittsville
You won’t have a problem finding your own space in Pittsville. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Pittsville on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Pittsville rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Pittsville Villas essential information

Accommodation
51 Villas
Lowest Price
$93
Highest Price
$225
Popular accommodation
Upscale Beach & Golf Getaway At Bayside Resort, SUPER 5 BR, 3.5 bath, sleeps 12 in the heart of Bayside! EV charging and extras!, Come Relax in our Peaceful 3 Bedroom Twinhome just 3 miles from Beach!, Bayside Resort - 5 Bdrm/3.5 Bath w Backyard Pond - Pools Kayaks Beach Golf, Cozy, bright and spacious new villa in The Peninsula- 5 star gated community, Bayside - Beach/Golf 4BR/3.5B+Enclosed Loft/Game Room - Backs to Private Pond, Live the Bayside! Golf, Pools, and the Beach!, Spacious Sea Colony second floor condo with pools, hot tubs & washer/dryer, Sea Colony Villa with Central AC & Washer/Dryer - Private Beach & 12 Pools