Explore Cheapside, St. Michael Golf Retreats
Cottage
- Rockley
- ·
- Marine Gardens
- 0.09 mi to center
10.0Exceptional
(24 Reviews)
1 Bedroom
1 Bath
2 Guests
500 ft²
Private Pool
Parking
Pool
Ocean View
US $205/Night
7 Nights - US $1,432
House
- Bridgetown
- ·
- Brighton
- 0.28 mi to center
10.0Exceptional
(3 Reviews)
8 Bedrooms
9 Baths
16 Guests
3751.22 ft²
Oceanfront
Hot Tub- Parking
- Pool
US $1,300/Night
7 Nights - US $9,100
Resort
9.0Exceptional
(201 Reviews)
1 Bath
- Hot Tub
Breakfast- Parking
- Pool
US $594/Night
7 Nights - US $4,158
Apartment
- Rockley
- ·
- Marine Gardens
- 0.10 mi to center
10.0Exceptional
(23 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $212/Night
7 Nights - US $1,482
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
8503.49 ft²
Private Beach- Oceanfront
- Parking
- Ocean View
US $197/Night
7 Nights - US $1,377
Condo
- Christ Church
- ·
- Hastings
- 0.12 mi to center
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
4 Guests
1443 ft²
- Parking
- Pool
- Ocean View
Balcony/Terrace
US $328/Night
7 Nights - US $2,298
Condo
- Christ Church
- ·
- Hastings
- 0.26 mi to center
10.0Exceptional
(10 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $223/Night
7 Nights - US $1,564
Apartment
- Christ Church
- ·
- Rockley
- 0.24 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
615 ft²
- Parking
- Pool
- Balcony/Terrace
View
US $195/Night
7 Nights - US $1,366
Cottage
- Rockley
- ·
- Marine Gardens
- 0.10 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $194/Night
7 Nights - US $1,355
Luxury Places to Stay in Cheapside
Over 881+ Luxury Places to Stay in or Near Cheapside
House
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $4,427/Night
7 Nights - US $30,986
House
5 Bedrooms
5 Baths
10 Guests
Air Conditioner
Internet
Pet Friendly
Child Friendly
US $3,162/Night
7 Nights - US $22,136
Villa
10.0Exceptional
(2 Reviews)
7 Bedrooms
5 Baths
12 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,610/Night
7 Nights - US $11,272
Apartment
- Bridgetown
- ·
- Spring Garden
- 0.25 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
4 Baths
6 Guests
3000 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $1,534/Night
7 Nights - US $10,737
US $1,094/Night
7 Nights - US $7,657
US $1,094/Night
7 Nights - US $7,657
New
Villa
4 Bedrooms
4 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,086/Night
7 Nights - US $7,600
Condo
- Hastings
- ·
- Saint Matthias
- 0.12 mi to center
3 Bedrooms
3 Baths
6 Guests
2347 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,039/Night
7 Nights - US $7,275
Condo
3 Bedrooms
3 Baths
6 Guests
3500 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,004/Night
7 Nights - US $7,027
Top-Rated Villas with a Pool in Cheapside
Over 346+ Top-Rated Private Villas with a Pool in or Near Cheapside
Apartment
- Hastings
- ·
- Saint Matthias
- 0.12 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
2046 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $375/Night
7 Nights - US $2,628
Condo
- Christ Church
- ·
- Hastings
- 0.25 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
2 Baths
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $193/Night
7 Nights - US $1,351
Villa
- Bridgetown
- ·
- Brighton
- 0.27 mi to center
9.8Exceptional
(56 Reviews)
1 Bedroom
1 Bath
3 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $241/Night
7 Nights - US $1,686
New
Villa
9.8Exceptional
(19 Reviews)
4 Bedrooms
2 Baths
6 Guests
- Private Pool
- Oceanfront
- Breakfast
- Parking
US $900/Night
7 Nights - US $6,301
House
9.8Exceptional
(15 Reviews)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $300/Night
7 Nights - US $2,098
Apartment
- Christ Church
- ·
- Rockley
- 0.24 mi to center
9.8Exceptional
(12 Reviews)
1 Bedroom
1 Bath
2 Guests
753.47 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $125/Night
7 Nights - US $875
Apartment
- Christ Church
- ·
- Rockley
- 0.35 mi to center
9.8Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $114/Night
7 Nights - US $801
Apartment
- Bridgetown
- ·
- Brighton
- 0.37 mi to center
9.8Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
7 Guests
1686 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $775/Night
7 Nights - US $5,422
Apartment
- Bridgetown
- ·
- Rendezvous
- 0.33 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
Kitchen
US $108/Night
7 Nights - US $753
Pet-Friendly Villas in Cheapside
Over 32+ Pet-Friendly Private Villas in or Near Cheapside
Apartment
- Christ Church
- ·
- Hastings
- 0.27 mi to center
8.6Fabulous
(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $116/Night
7 Nights - US $809
Resort
- Bridgetown
- ·
- Garrison Historic Area
- 0.30 mi to center
7.8Very Good
(340 Reviews)
1 Bath
34 Guests
165.95 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $307/Night
7 Nights - US $2,150
Apartment
- Christ Church
- ·
- Rockley
- 0.15 mi to center
6.8Good
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $146/Night
7 Nights - US $1,020
House
- Bridgetown
- ·
- Spring Garden
- 0.17 mi to center
8.6Fabulous
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $372/Night
7 Nights - US $2,603
Apartment
10.0Exceptional
(3 Reviews)
8 Bedrooms
7 Baths
17 Guests
- Oceanfront
- Breakfast
- Parking
- Ocean View
US $312/Night
7 Nights - US $2,185
Cottage
- Bridgetown
- ·
- Pine Gardens
- 0.10 mi to center
1 Bedroom
2 Baths
4 Guests
75 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $142/Night
7 Nights - US $994
House
- St. Michael
- ·
- Bridgetown
- 1.24 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
11 Guests
1350 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $318/Night
7 Nights - US $2,228
Villa
- Christ Church
- ·
- Hastings
- 0.14 mi to center
9.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Parking
- Ocean View
- View
US $644/Night
7 Nights - US $4,507
Apartment
6.0Good
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $126/Night
7 Nights - US $882
Large Private Villas in Cheapside
Over 109+ Large Villas in or Near Cheapside for Groups and Families
Villa
9.6Exceptional
(20 Reviews)
4 Bedrooms
4 Baths
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $889/Night
7 Nights - US $6,223
House
- Bridgetown
- ·
- Brighton
- 0.11 mi to center
9.2Exceptional
(80 Reviews)
5 Bedrooms
5 Baths
10 Guests
584.84 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $154/Night
7 Nights - US $1,079
House
- Christ Church
- ·
- Hastings
- 0.23 mi to center
6 Bedrooms
5 Baths
8 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $528/Night
7 Nights - US $3,696
Villa
9.0Exceptional
(27 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $200/Night
7 Nights - US $1,401
Apartment
- Bridgetown
- ·
- Blue Waters
- 0.20 mi to center
9.0Exceptional
(50 Reviews)
17 Bedrooms
12 Baths
38 Guests
7919.85 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $143/Night
7 Nights - US $1,003
New
Villa
- St. Michael
- ·
- Bridgetown
- 1.00 mi to center
3 Bedrooms
3 Baths
6 Guests
10410 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $737/Night
7 Nights - US $5,161
Villa
- Bridgetown
- ·
- Bayville
- 0.03 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $586/Night
7 Nights - US $4,104
Villa
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $873/Night
7 Nights - US $6,113
Villa
- Bridgetown
- ·
- Garrison Historic Area
- 0.22 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $420/Night
7 Nights - US $2,942
Wheelchair Accessible Holiday Homes in Cheapside
Over 167+ Wheelchair Accessible Villas and Holiday Homes in or Near Cheapside
Apartment
- Hastings
- ·
- Saint Matthias
- 0.12 mi to center
2 Bedrooms
2 Baths
4 Guests
2046 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $479/Night
7 Nights - US $3,350
Hotel
- Christ Church
- ·
- Hastings
- 0.37 mi to center
9.0Exceptional
(85 Reviews)
15 Baths
532.45 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
US $567/Night
7 Nights - US $3,972
Hotel
- Hastings
- ·
- Saint Matthias
- 0.17 mi to center
8.6Fabulous
(580 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $257/Night
7 Nights - US $1,802
US $813/Night
7 Nights - US $5,692
Hotel
- Bridgetown
- ·
- Blue Waters
- 0.23 mi to center
8.8Fabulous
(287 Reviews)
4 Baths
430.56 ft²
- Parking
- Pool
- Balcony/Terrace
- View
US $142/Night
7 Nights - US $991
US $813/Night
7 Nights - US $5,692
US $509/Night
7 Nights - US $3,563
US $507/Night
7 Nights - US $3,549
US $446/Night
7 Nights - US $3,122
Cheapside Villas, Airbnb and Holiday Homes Under $200
Over 320+ Cheapside Private Villas, Airbnb and Holiday Homes Under $200
Apartment
- Husbands
- ·
- West Terrace
- 0.22 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $103/Night
7 Nights - US $723
Apartment
- Bridgetown
- ·
- Clapham
- 0.24 mi to center
9.4Exceptional
(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
150.69 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $152/Night
7 Nights - US $1,062
Apartment
- Christ Church
- ·
- Rockley
- 0.34 mi to center
8.8Fabulous
(297 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $112/Night
7 Nights - US $782
Cottage
- Rockley
- ·
- Marine Gardens
- 0.14 mi to center
9.6Exceptional
(67 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $138/Night
7 Nights - US $966
Apartment
- Husbands
- ·
- West Terrace
- 0.31 mi to center
9.4Exceptional
(38 Reviews)
1 Bedroom
1 Bath
4 Guests
495.14 ft²
- Parking
Spa- Balcony/Terrace
- View
US $123/Night
7 Nights - US $861
Apartment
- Christ Church
- ·
- Rockley
- 0.35 mi to center
9.6Exceptional
(21 Reviews)
1 Bedroom
1 Bath
2 Guests
460 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $136/Night
7 Nights - US $949
House
- St. Michael
- ·
- Bridgetown
- 1.55 mi to center
9.6Exceptional
(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
1900 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $195/Night
7 Nights - US $1,366
House
- St. Michael
- ·
- Bridgetown
- 1.55 mi to center
9.4Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
4 Guests
1900 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $170/Night
7 Nights - US $1,190
Apartment
- Christ Church
- ·
- Rockley
- 0.35 mi to center
9.4Exceptional
(18 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $120/Night
7 Nights - US $837
Instantly Bookable Villa Rentals in Cheapside
Over 433+ Instantly Bookable Private Villas in or Near Cheapside
New
House
- Rockley
- ·
- Marine Gardens
- 0.04 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $202/Night
7 Nights - US $1,414
US $6,587/Night
7 Nights - US $46,108
Apartment
- Christ Church
- ·
- Rockley
- 0.11 mi to center
9.8Exceptional
(16 Reviews)
3 Bedrooms
2 Baths
6 Guests
953 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $232/Night
7 Nights - US $1,623
Apartment
- Bridgetown
- ·
- Bayville
- 0.30 mi to center
9.4Exceptional
(25 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $254/Night
7 Nights - US $1,775
Condo
- Bridgetown
- ·
- Clapham
- 0.32 mi to center
8.0Excellent
(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $199/Night
7 Nights - US $1,393
Apartment
- Bridgetown
- ·
- Bishop Court Hill
- 0.04 mi to center
8.0Excellent
(1 Review)
4 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Breakfast
- Parking
- Ocean View
US $538/Night
7 Nights - US $3,766
Apartment
- Bridgetown
- ·
- Garrison Historic Area
- 0.26 mi to center
6.6Good
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $152/Night
7 Nights - US $1,063
Apartment
- Bridgetown
- ·
- Blue Waters
- 0.18 mi to center
6.0Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $131/Night
7 Nights - US $919
New
House
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $384/Night
7 Nights - US $2,687
Book a Last Minute Place to Stay in Cheapside
About Cheapside Vacation Rentals
Explore over 890 golf accommodation rentals in Cheapside. 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 Cheapside.
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 Cheapside. 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 Cheapside offer approximately 748.43 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 Cheapside typically ranges around US $506.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Cheapside. 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 Cheapside
| Type | Count |
|---|---|
| Holiday Apartments | 391 |
| Vacation Homes | 192 |
| Villas | 77 |
| Cottages | 24 |
| B&B | 1 |
| Cabin Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Cheapside
★ 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 Cheapside.
Activities Cheapside Guest Reviews Local Attractions
StayAndPlay offers a diverse selection of the top golf villas, golf hotels, and other golf retreats around the world. Cheapside Guest Reviews Find the Best Golf Experiences & Activities for Your Golf Trip
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About Cheapside?
What are the best golf resorts, luxury villas, and vacation rentals in Cheapside?
Looking for a place to stay in Cheapside? 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:
- Cherry Garden Villa Cottage pool in the desirable Rockley Beach location
- Cherry Garden Villa Apartment - private pool in desirable Rockley Beach location
- Luxury spacious condo in the heart of it all
- Relaxing South Coast Vacation Rental Steps from Beaches and Boardwalk
- A Beautifully Cool & Clean 1 Bedroom Apartment, sleeps 4
- Cherry Garden Villa with private pool in the desirable Rockley Beach location
- Tantalus Villa
- Beachfront Paradise | Private Penthouse for Two
- Relaxing South Coast One (1) Bedroom Rental Steps from Beaches and Boardwalk
- Luxury Oceanfront Villa with Private Beach & Hot Tub
How many golf stays with private pools are available in Cheapside?
Find exceptional golf retreats with private pools near Cheapside 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.
- Paradise Villa
- Best E Villas Prospect
- Crotona Garden Upper Cottage 1 Bed Apt, Pool, Lush, Tropical, 2 Min Walk to Sea
- Beautiful, Modern 2 Bedroom Condo, ideally located
What are the top-rated golf retreats in Cheapside for family stays?
Searching for a family-friendly golf retreat in Cheapside? Explore these top-rated options, each loved by families and groups who have stayed in Cheapside:
How many StayAndPlay golf vacation rentals are available in Cheapside?
StayAndPlay, as of 2026, features over 890 unique golf villas, golf hotels, golf resorts, and more in Cheapside. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 890 stunning properties in Cheapside, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 890 premier golf accommodations in Cheapside. Find your ideal golf-retreat and play your best game with StayAndPlay.
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