Vacation Rental with Pickleball
6 properties available
Experience the ideal retreat in this expansive Maryland rental home, designed for large families and groups. This original colonial styled home has been upgraded and PACKED full of amenities - a pool, chipping/putting green, duck pond, hot tub, pickleball and basketball court, playground, pizza oven - just to name a few! Boasting a rustic aesthetic
Saybrook Hall
MD
From $567 / per night
6
bedrooms
4
baths
15
guests
5
(10)
Welcome to your ultimate Sarasota getaway! This stunning estate offers a spacious main house and a private guest house, featuring 7 bedrooms, 6 baths, and endless entertainment. Dive into the sparkling pool, unwind in the hot tub, or challenge friends to a game on the private pickleball court. Perfect your swing in the 
Canopy Heights
FL
From $557 / per night
7
bedrooms
6
baths
18
guests
5
(6)
When you first drive up to this beautiful coastal property, the first thing that you will notice about the retreat is the stunning wraparound front porches! That's right, multiple levels of wrapped porches! We might be biased, but we think that this is the perfect spot to enjoy your morning cup of coffee, play games, and relax with family and f
Bethany Beach Breakaway
DE
From $473 / per night
5
bedrooms
4
baths
14
guests
5
(33)
A getaway in nature (without sacrificing on all of the modern comforts that we know and love) is exactly what the doctor ordered... Get ready for the vacation of your dreams with you and your loved ones! This gorgeous indoor space is going to blow you away. When you first enter the home, you are greeted with a large A-framed open-living space with
Hidden Acres Retreat
PA
From $389 / per night
6
bedrooms
5
baths
16
guests
5
(16)
Welcome to Brookline Retreat, a stunning 4-bedroom home nestled in the heart of Sarasota, Florida. This immaculate property offers a serene escape in a safe and friendly neighborhood, perfect for families or groups looking to unwind and enjoy the beautiful surroundings. Close to Sarasota’s beautiful beaches, shopping, dining, and cultural att
Brookline Retreat
FL
From $175 / per night
4
bedrooms
2
baths
8
guests
5
(9)
When you first enter the home, you are greeted with not one, but TWO living room areas, and a spacious, fully-equipped kitchen! This retreat has plenty of space to accommodate everyone in your group! Thanks to multiple nooks and places for the kids to play, you will not be lacking for room or a quiet space to yourself during your vacation! Enjoy yo
Royal Palms Oasis
FL
From $167 / per night
3
bedrooms
2
baths
9
guests
5
(40)
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