Explore Chester Golf Retreats
About Chester Vacation Rentals
Explore over 102 golf accommodation rentals in Chester. From luxurious golf villas to cozy golf cabins, golf resorts, and exclusive golf hotels, each offers premium amenities designed for families, groups, and golf enthusiasts. Enjoy exceptional comfort and a one-of-a-kind golf experience with these incredible accommodations. Perfect for tranquil golf escapes, relaxing retreats, or golf-inspired getaways, these properties provide style and comfort in Chester.
Looking for last-minute deals or the best offers on golf villas, golf cabins, golf resorts, and other golf retreats? StayAndPlay makes it easy to compare options in Chester. Choose from spacious family-friendly stays, charming golf escapes, or luxurious golf retreats tailored for ultimate relaxation and play.
Find spacious family-friendly golf accommodations, golf cottage, or luxurious golf villas—all designed for maximum comfort and convenience during your visit.On average, golf accommodation rentals in Chester offer approximately 1064.71 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning golf course surroundings.
The average nightly rate for golf accommodation rentals in Chester typically ranges around US $396.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Chester. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
Top Golf Accommodation Types in Chester
| Type | Count |
|---|---|
| Vacation Homes | 60 |
| Cabin Rentals | 13 |
| B&B | 9 |
| Holiday Apartments | 6 |
| Ski Chalet Rentals | 6 |
| Others | 5 |
Use these Quick Filters to Find a Vacation Rental in Chester
★ Pro Tip: StayAndPlay simplifies your search for the best golf accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore golf villas, cozy golf cabins, golf hotels, and golf resorts. Filter by availability, pricing, cancellation options, and amenities to discover the ideal golf retreat in Chester.
Weather in Chester, VT
View the weather forecast for Chester before booking your Chester Vacation Rentals to confirm your best time to go.
Activities Chester Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Chester Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About Chester?
What are the best golf resorts, luxury villas, and vacation rentals in Chester?
Looking for a place to stay in Chester? Explore these highly-rated golf vacation rentals for a one-of-a-kind golf retreat, where you can relax, unwind, and get ready to play your best game:
- Vermont Charm in the 1840 Gideon Lee House
- Vacation Rental - Choose from 5 nearby mountains or relax in peace & comfort
- Luxury stone farmhouse.Perfect for families or company retreats! Close to Okemo!
- Cozy 4bd - Ski Okemo, Killington, Magic & Bromley
- Amazing Custom Home on 40+ Acres
- FOUR SEASON HOME NEAR OKEMO
- Historic Vermont farmhouse in 100+ acres, balcony, sunroom, office, window a/c
- Quaint Queen room at the Chester Inn
- Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
- Riverfront, family fun, amazing rec room, close to Magic & Okemo
What are the top-rated golf retreats in Chester for family stays?
Searching for a family-friendly golf retreat in Chester? Explore these top-rated options, each loved by families and groups who have stayed in Chester:
- Honeymoon Suite with Jacuzzi Tub in Historic Inn
- Private Chester Home w/Deck, Mins to Skiing!
- Inn Victoria
How many StayAndPlay golf vacation rentals are available in Chester?
StayAndPlay, as of 2026, features over 102 unique golf villas, golf hotels, golf resorts, and more in Chester. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 102 stunning properties in Chester, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 102 premier golf accommodations in Chester. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Chester Depot Golf Rental Cottages and Golf Getaways in Chester, Vermont | 51 |
