Explore Maidstone Golf Retreats
House
10.0Exceptional
(16 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
US $179/Night
7 Nights - US $1,255
House
- Windsor
- ·
- Walkerville
- 0.71 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
2 Baths
5 Guests
13928.5 ft²
Oceanfront
Ocean View- Balcony/Terrace
View
US $176/Night
7 Nights - US $1,231
Apartment
8.2Excellent
(403 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
US $63/Night
7 Nights - US $442
Apartment
9.6Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $114/Night
7 Nights - US $798
Apartment
9.9Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
6 Guests
1496.18 ft²
- Fireplace/Heating
- Parking
Air Conditioner
Internet
US $124/Night
7 Nights - US $866
House
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $127/Night
7 Nights - US $886
Apartment
8.4Excellent
(16 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
Pool- Balcony/Terrace
- Kitchen
US $96/Night
7 Nights - US $673
House
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $171/Night
7 Nights - US $1,197
Apartment
- Windsor
- ·
- Walkerville
- 0.49 mi to center
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $115/Night
7 Nights - US $803
Luxury Places to Stay in Maidstone
Over 557+ Luxury Places to Stay in or Near Maidstone
House
10.0Exceptional
(7 Reviews)
6 Bedrooms
3 Baths
12 Guests
4000 ft²
Private Pool- Hot Tub
Spa- Fireplace/Heating
US $724/Night
7 Nights - US $5,070
House
4.0Average
(1 Review)
7 Bedrooms
5 Baths
19 Guests
2723 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $624/Night
7 Nights - US $4,370
New
House
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
Pet Friendly- Air Conditioner
- Internet
US $471/Night
7 Nights - US $3,298
House
- Ontario
- ·
- North Ridge
- 6.13 mi to center
10.0Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
10 Guests
1700 ft²
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $442/Night
7 Nights - US $3,094
House
8.0Excellent
(1 Review)
5 Bedrooms
4 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $429/Night
7 Nights - US $3,003
House
1 Bedroom
1 Bath
Child Friendly
US $385/Night
7 Nights - US $2,695
Ski Chalet
- Ontario
- ·
- North Ridge
- 6.15 mi to center
9.6Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
10 Guests
1679.17 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $306/Night
7 Nights - US $2,142
Other
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $300/Night
7 Nights - US $2,097
House
- Ontario
- ·
- Boblo Island
- 3.65 mi to center
9.6Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
11 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $299/Night
7 Nights - US $2,091
Top-Rated Villas with a Pool in Maidstone
Over 52+ Top-Rated Private Villas with a Pool in or Near Maidstone
House
9.7Exceptional
(124 Reviews)
2 Bedrooms
2 Baths
6 Guests
301.39 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $107/Night
7 Nights - US $746
Hotel
8.8Fabulous
(1378 Reviews)
1 Bath
- Pool
Breakfast- Kitchen
- Parking
US $127/Night
7 Nights - US $886
Hotel
8.6Fabulous
(3194 Reviews)
1 Bath
- Spa
- Pool
- Breakfast
- Kitchen
US $101/Night
7 Nights - US $704
Hotel
8.6Fabulous
(564 Reviews)
1 Bath
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $124/Night
7 Nights - US $868
Hotel
8.6Fabulous
(289 Reviews)
1 Bath
245.42 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $118/Night
7 Nights - US $826
Hotel
8.2Excellent
(1019 Reviews)
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Breakfast
US $118/Night
7 Nights - US $823
Hotel
8.0Excellent
(1294 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $75/Night
7 Nights - US $527
Hotel
7.8Very Good
(464 Reviews)
4 Baths
301.39 ft²
- Fireplace/Heating
- Pool
- View
- Pet Friendly
US $89/Night
7 Nights - US $621
Hotel
7.7Very Good
(511 Reviews)
1 Bath
258.34 ft²
- Private Pool
- Pool
- Breakfast
- Pet Friendly
US $80/Night
7 Nights - US $558
Pet-Friendly Villas in Maidstone
Over 171+ Pet-Friendly Private Villas in or Near Maidstone
House
9.8Exceptional
(26 Reviews)
5 Bedrooms
2 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $182/Night
7 Nights - US $1,272
House
- Lakeshore
- ·
- Belle River
- 0.69 mi to center
9.5Exceptional
(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
796.53 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $230/Night
7 Nights - US $1,607
House
6.8Good
(3 Reviews)
3 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $152/Night
7 Nights - US $1,065
House
9.6Exceptional
(5 Reviews)
5 Bedrooms
2 Baths
10 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $211/Night
7 Nights - US $1,475
Hotel
9.0Exceptional
(126 Reviews)
3 Baths
426.97 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $133/Night
7 Nights - US $934
New
House
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $263/Night
7 Nights - US $1,840
House
- Windsor
- ·
- Bridgeview
- 0.70 mi to center
3 Bedrooms
1 Bath
8 Guests
2500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $184/Night
7 Nights - US $1,291
House
10.0Exceptional
(17 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $138/Night
7 Nights - US $967
Apartment
- Windsor
- ·
- Walkerville
- 0.54 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
650 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $111/Night
7 Nights - US $776
Large Private Villas in Maidstone
Over 64+ Large Villas in or Near Maidstone for Groups and Families
House
7.8Very Good
(9 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $212/Night
7 Nights - US $1,487
Villa
1 Bedroom
3 Baths
8 Guests
3003.13 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $281/Night
7 Nights - US $1,966
House
10.0Exceptional
(5 Reviews)
4 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $798/Night
7 Nights - US $5,588
Apartment
8.2Excellent
(268 Reviews)
205 Bedrooms
2 Baths
8 Guests
398.26 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $74/Night
7 Nights - US $518
House
- Windsor
- ·
- Amherstburg
- 7.77 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $304/Night
7 Nights - US $2,129
House
- Windsor
- ·
- Walkerville
- 0.88 mi to center
9.8Exceptional
(18 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $363/Night
7 Nights - US $2,540
House
- Windsor
- ·
- Bridgeview
- 0.72 mi to center
9.6Exceptional
(19 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $215/Night
7 Nights - US $1,504
House
9.6Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $248/Night
7 Nights - US $1,738
House
- Town of Essex
- ·
- Harrow
- 0.54 mi to center
8.8Fabulous
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
US $309/Night
7 Nights - US $2,161
Wheelchair Accessible Holiday Homes in Maidstone
Over 24+ Wheelchair Accessible Villas and Holiday Homes in or Near Maidstone
Condo
- Windsor
- ·
- Sandwich Towne
- 0.70 mi to center
9.4Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $92/Night
7 Nights - US $646
Hotel
7.6Very Good
(432 Reviews)
1 Bath
430.56 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Breakfast
US $111/Night
7 Nights - US $774
Hotel
9.2Exceptional
(722 Reviews)
1 Bath
- Balcony/Terrace
- Breakfast
- Kitchen
- Parking
US $137/Night
7 Nights - US $961
House
- Ontario
- ·
- Kingsville
- 9.73 mi to center
5.0Average
(1 Review)
3 Bedrooms
2 Baths
8 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $224/Night
7 Nights - US $1,568
Hotel
7.6Very Good
(338 Reviews)
2 Baths
235.27 ft²
- Fireplace/Heating
- Breakfast
- Pet Friendly
- Kitchen
US $87/Night
7 Nights - US $610
House
3 Bedrooms
1 Bath
7 Guests
3000 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,889
Hotel
7.4Very Good
(234 Reviews)
6 Baths
3211.23 ft²
- Hot Tub
- Fireplace/Heating
- Parking
- Air Conditioner
US $63/Night
7 Nights - US $444
House
- Windsor
- ·
- Walkerville
- 0.59 mi to center
4.0Average
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $109/Night
7 Nights - US $764
Condo
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $113/Night
7 Nights - US $789
Maidstone Villas, Airbnb and Holiday Homes Under $200
Over 401+ Maidstone Private Villas, Airbnb and Holiday Homes Under $200
Apartment
2.0Average
(1 Review)
2 Bedrooms
1 Bath
6 Guests
1615 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $180/Night
7 Nights - US $1,257
Apartment
- Windsor
- ·
- Walkerville
- 0.88 mi to center
9.7Exceptional
(30 Reviews)
2 Bedrooms
1 Bath
5 Guests
1097.92 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $186/Night
7 Nights - US $1,304
Hotel
8.6Fabulous
(1003 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $91/Night
7 Nights - US $636
Apartment
2 Bedrooms
1 Bath
6 Guests
1615 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $196/Night
7 Nights - US $1,373
Hotel
9.2Exceptional
(943 Reviews)
3 Baths
304.98 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $90/Night
7 Nights - US $630
House
10.0Exceptional
(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $132/Night
7 Nights - US $924
New
House
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $115/Night
7 Nights - US $803
Apartment
- Windsor
- ·
- East Windsor
- 0.69 mi to center
10.0Exceptional
(33 Reviews)
1 Bedroom
1 Bath
1 Guest
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $94/Night
7 Nights - US $658
Apartment
- Windsor
- ·
- Walkerville
- 0.24 mi to center
10.0Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
4 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $168/Night
7 Nights - US $1,179
Instantly Bookable Villa Rentals in Maidstone
Over 267+ Instantly Bookable Private Villas in or Near Maidstone
Apartment
3 Bedrooms
1 Bath
7 Guests
1615 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $259/Night
7 Nights - US $1,810
Apartment
- Windsor
- ·
- Walkerville
- 0.82 mi to center
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $187/Night
7 Nights - US $1,312
Apartment
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
3 Guests
450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $173/Night
7 Nights - US $1,208
House
- Windsor
- ·
- Walkerville
- 0.83 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $252/Night
7 Nights - US $1,765
Apartment
- Windsor
- ·
- East Windsor
- 0.58 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $109/Night
7 Nights - US $760
Bed & Breakfast
- Windsor
- ·
- East Windsor
- 1.80 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $134/Night
7 Nights - US $935
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
3 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $104/Night
7 Nights - US $726
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $119/Night
7 Nights - US $834
Apartment
- Windsor
- ·
- Walkerville
- 0.91 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $197/Night
7 Nights - US $1,382
Book a Last Minute Place to Stay in Maidstone
About Maidstone Vacation Rentals
Explore over 566 golf accommodation rentals in Maidstone. 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 Maidstone.
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 Maidstone. 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 Maidstone offer approximately 495.78 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 Maidstone typically ranges around US $176.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Maidstone. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in golf with us.
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Top Golf Accommodation Types in Maidstone
| Type | Count |
|---|---|
| Vacation Homes | 273 |
| Holiday Apartments | 197 |
| B&B | 13 |
| Villas | 5 |
| Cottages | 3 |
| Others | 3 |
| Cabin Rentals | 2 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Maidstone
★ 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 Maidstone.
Weather in Maidstone, ON
View the weather forecast for Maidstone before booking your Maidstone Vacation Rentals to confirm your best time to go.
December - February
High 23°F Low 2°F
March - May
High 65°F Low 12°F
June - August
High 76°F Low 49°F
September - November
High 65°F Low 8°F
Activities Maidstone Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Maidstone Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Frequently Asked Questions About Maidstone?
What are the best golf resorts, luxury villas, and vacation rentals in Maidstone?
Looking for a place to stay in Maidstone? 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:
- Woodland Retreat with Pool, Sauna & Event Space
- Perfect hideaway with a hot tub and a fireplace
- Large quiet estate property in beautiful natural surroundings.
- 14th Coffee Co. Homestead Farmhouse
- 3 bedroom LaSalle home bordering Amherstburg & minutes away from Windsor
- Stunning Lakeview Dreamy Getaway
- Trendy Home Spacious Backyard Historic Walkerville
- Executive 2BR Lower Suite Private & Spacious Close to USA Border
- Full house - 5 bed, 2 bath
- Woodslee Bed and Breakfast
How many golf stays with private pools are available in Maidstone?
Find exceptional golf retreats with private pools near Maidstone on StayAndPlay. Relax in serene golf vacation rentals with exclusive pool access and picturesque golf course views. Whether it's a spacious golf villa or a secluded golf cabin, these properties offer the perfect blend of luxury and relaxation, so you can focus on your game.
- Modern Spacious 1 bedroom and a den home (Lower Unit)
- Holiday Inn Windsor - Ambassador Bridge by IHG
- TOP Rated Home: Cozy & Spacious Family Home w/Fireplace, Sunroom and Heated Pool
- Holiday Inn Express & Suites Windsor East - Lakeshore by IHG
What are the top-rated golf retreats in Maidstone for family stays?
Searching for a family-friendly golf retreat in Maidstone? Explore these top-rated options, each loved by families and groups who have stayed in Maidstone:
How many StayAndPlay golf vacation rentals are available in Maidstone?
StayAndPlay, as of 2026, features over 566 unique golf villas, golf hotels, golf resorts, and more in Maidstone. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 566 stunning properties in Maidstone, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 566 premier golf accommodations in Maidstone. Find your ideal golf-retreat and play your best game with StayAndPlay.
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