Available to request
Family-friendly by polo + EV charger
Polo Field Family Home
A 3-bedroom, 2-bathroom home directly across from Mashomack Polo Fields.
From $489 / night
3 bed · 2 bath · Sleeps 10
Across from Mashomack Polo · Hudson Valley, NY
A private getaway with the polo fields out front.
Family-friendly vacation rentals in Pine Plains. Request your dates — we confirm every stay personally.
4.95 guest rating
Top 5% on Airbnb
Pets welcome
Yard + fire pit
Level 2 EV charger
Game room too
Welcome
Your Hudson Valley retreat
Charming, spacious homes with full kitchens, fireplaces, and room for the whole group. Compare us with local inns — you’ll get privacy, a yard, and more house for the money. Superhost, two years of hosting, pet-friendly.
Your host
Hosted by Eddie · Airbnb Superhost
I'm Eddie, an Airbnb Superhost welcoming families to our Polo Field homes across from Mashomack Polo in Pine Plains, Hudson Valley. Tell me your dates and I'll send a personal quote — nothing is booked until I approve.
Across from Mashomack Polo
Our properties
Available to request
The Polo House · steps from Mashomack
Polo Field Farmhouse
A 4-bedroom Hudson Valley farmhouse just steps from Mashomack Polo Fields, with a screened porch, yard, and room for 10.
From $500 / night
4 bed · 2 bath · Sleeps 10
Available to request
Both houses · big yards & farm backdrop
2 Adjacent Polo Homes
Book both adjacent homes together — 7 bedrooms, 4 bathrooms, and long flat yards next to Mashomack Polo, with a working corn field behind.
From $950 / night
7 bed · 4 bath · Sleeps 20
Endless activities
Summer
Watch polo from the front porch, then spend the afternoon at farm stands and wineries.
Fall
Peak foliage, apple picking, and pumpkin patches — the valley’s most requested season.
Winter
Ski days nearby, then a fire, a full kitchen, and a game room for the kids.
Spring
Hike Stissing Mountain and wander gardens as the valley greens back up.
Explore the valley
Rural quiet, then everything the Hudson Valley is known for — a short drive in every direction.
Stissing Mountain
Nearby · Hiking trails with stunning views
Breweries
15–25 minutes · Local craft beverages
Wineries
15–25 minutes · Hudson Valley wines
FDR National Historic Site
About 30 minutes · Presidential estate and museum
Bash Bish Falls
Day trip · Waterfall hike just over the line
Vanderbilt Mansion
About 30 minutes · Gilded Age estate on the river
Ready to request a stay?
Tell us your dates. We’ll review and only confirm once we personally approve — nothing is booked until then.
Browse the homes