199+ Golf Villas, Golf Cabins, Golf Hotels, Golf Resort Rentals, and other Private Golf Retreats in South Side |
Explore South Side Golf Retreats
Apartment
- Boston
- ·
- Piety Corner
- 0.71 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
5 Guests
1065 ft²
Fireplace/Heating
Pool
Pet Friendly
Kitchen
US $303/Night
7 Nights - US $2,120
Hotel
8.6Fabulous
(685 Reviews)
8 Baths
417.1 ft²
Oceanfront- Fireplace/Heating
- Pool
Ocean View
US $178/Night
7 Nights - US $1,246
Apartment
- Boston
- ·
- South Side
- 0.53 mi to center
9.6Exceptional
(1208 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Balcony/Terrace- Pet Friendly
- Kitchen
US $178/Night
7 Nights - US $1,243
Hotel
10.0Exceptional
(2 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
Breakfast
US $221/Night
7 Nights - US $1,548
Hotel
8.2Excellent
(332 Reviews)
8 Baths
247.57 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
US $289/Night
7 Nights - US $2,023
Hotel
10.0Exceptional
(1 Review)
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $441/Night
7 Nights - US $3,088
Hotel
10.0Exceptional
(1 Review)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $271/Night
7 Nights - US $1,900
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $571/Night
7 Nights - US $3,996
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $570/Night
7 Nights - US $3,987
Luxury Places to Stay in South Side
Over 190+ Luxury Places to Stay in or Near South Side
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $436/Night
7 Nights - US $3,049
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $288/Night
7 Nights - US $2,017
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $287/Night
7 Nights - US $2,010
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $283/Night
7 Nights - US $1,979
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $283/Night
7 Nights - US $1,979
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $279/Night
7 Nights - US $1,955
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $267/Night
7 Nights - US $1,868
Hotel
- Boston
- ·
- Newton Corner
- 0.47 mi to center
7.8Very Good
(743 Reviews)
6 Baths
290.62 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Breakfast
US $260/Night
7 Nights - US $1,820
Hotel
8.8Fabulous
(1110 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $216/Night
7 Nights - US $1,514
Top-Rated Villas with a Pool in South Side
Over 36+ Top-Rated Private Villas with a Pool in or Near South Side
Hotel
- Boston
- ·
- Piety Corner
- 0.88 mi to center
9.2Exceptional
(1000 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $176/Night
7 Nights - US $1,235
Hotel
- Boston
- ·
- Newton Corner
- 0.47 mi to center
8.4Excellent
(2876 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
Parking
US $164/Night
7 Nights - US $1,149
Hotel
- Boston
- ·
- Auburndale
- 0.58 mi to center
8.4Excellent
(1008 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $200/Night
7 Nights - US $1,400
Hotel
8.0Excellent
(2842 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $133/Night
7 Nights - US $928
Hotel
- Boston
- ·
- Auburndale
- 0.58 mi to center
7.6Very Good
(508 Reviews)
13 Baths
279.86 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $180/Night
7 Nights - US $1,263
House
9.8Exceptional
(18 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $390/Night
7 Nights - US $2,731
Hotel
9.4Exceptional
(1884 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $153/Night
7 Nights - US $1,072
Hotel
9.2Exceptional
(865 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $431/Night
7 Nights - US $3,019
Hotel
9.0Exceptional
(1077 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $178/Night
7 Nights - US $1,243
Pet-Friendly Villas in South Side
Over 83+ Pet-Friendly Private Villas in or Near South Side
Apartment
- Boston
- ·
- South Side
- 0.37 mi to center
9.6Exceptional
(19 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
Internet
US $536/Night
7 Nights - US $3,753
Apartment
7.0Very Good
(1 Review)
3 Bedrooms
2 Baths
7 Guests
1194.79 ft²
View- Pet Friendly
- Parking
Air Conditioner
US $502/Night
7 Nights - US $3,513
Apartment
9.4Exceptional
(30 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $391/Night
7 Nights - US $2,734
House
4 Bedrooms
3 Baths
10 Guests
2195.84 ft²
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $1,248/Night
7 Nights - US $8,736
Apartment
9.2Exceptional
(56 Reviews)
2 Bedrooms
2 Baths
5 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $354/Night
7 Nights - US $2,476
Apartment
2 Bedrooms
2 Baths
4 Guests
1108 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $378/Night
7 Nights - US $2,646
Apartment
2 Bedrooms
2 Baths
4 Guests
1108 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $262/Night
7 Nights - US $1,834
Apartment
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $252/Night
7 Nights - US $1,764
Apartment
2 Bedrooms
2 Baths
4 Guests
1220 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $243/Night
7 Nights - US $1,701
Large Private Villas in South Side
Over 22+ Large Villas in or Near South Side for Groups and Families
Apartment
- Boston
- ·
- Banks Square
- 0.38 mi to center
1 Bedroom
1 Bath
30 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
US $124/Night
7 Nights - US $868
House
- Boston
- ·
- Piety Corner
- 0.32 mi to center
6 Bedrooms
2 Baths
10 Guests
5005.22 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $950/Night
7 Nights - US $6,650
House
- Boston
- ·
- Auburndale
- 0.33 mi to center
10.0Exceptional
(11 Reviews)
4 Bedrooms
2 Baths
10 Guests
2592 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $215/Night
7 Nights - US $1,505
Apartment
6 Bedrooms
4 Baths
12 Guests
2443.41 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $896/Night
7 Nights - US $6,271
House
- Boston
- ·
- South Side
- 0.06 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $482/Night
7 Nights - US $3,376
House
- Boston
- ·
- Piety Corner
- 0.36 mi to center
9.8Exceptional
(71 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $972/Night
7 Nights - US $6,803
Condo
9.8Exceptional
(27 Reviews)
4 Bedrooms
4 Baths
10 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,153/Night
7 Nights - US $8,072
Villa
9.2Exceptional
(15 Reviews)
4 Bedrooms
3 Baths
10 Guests
2196 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $759/Night
7 Nights - US $5,311
House
- Boston
- ·
- South Side
- 0.11 mi to center
9.2Exceptional
(7 Reviews)
4 Bedrooms
1 Bath
11 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $640/Night
7 Nights - US $4,477
Wheelchair Accessible Holiday Homes in South Side
Over 46+ Wheelchair Accessible Villas and Holiday Homes in or Near South Side
Apartment
2 Bedrooms
2 Baths
4 Guests
1108 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $221/Night
7 Nights - US $1,547
Hotel
8.8Fabulous
(750 Reviews)
1 Bath
182.99 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $294/Night
7 Nights - US $2,061
Hotel
9.0Exceptional
(1003 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $130/Night
7 Nights - US $908
Apartment
2 Bedrooms
2 Baths
4 Guests
1108 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $187/Night
7 Nights - US $1,309
Hotel
8.7Fabulous
(394 Reviews)
1 Bath
355.21 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $350/Night
7 Nights - US $2,451
Apartment
- Boston
- ·
- Piety Corner
- 0.71 mi to center
1 Bedroom
1 Bath
3 Guests
735 ft²
- Pool
- Pet Friendly
- Kitchen
- Parking
US $220/Night
7 Nights - US $1,538
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $190/Night
7 Nights - US $1,329
Apartment
- Boston
- ·
- Newtonville
- 0.21 mi to center
2 Bedrooms
2 Baths
4 Guests
1050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $343/Night
7 Nights - US $2,401
Apartment
- Boston
- ·
- Newtonville
- 0.21 mi to center
2 Bedrooms
2 Baths
4 Guests
965 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $262/Night
7 Nights - US $1,834
South Side Villas, Airbnb and Holiday Homes Under $200
Over 57+ South Side Private Villas, Airbnb and Holiday Homes Under $200
Apartment
9.6Exceptional
(38 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $199/Night
7 Nights - US $1,394
House
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
US $162/Night
7 Nights - US $1,134
Hotel
- Boston
- ·
- Piety Corner
- 0.84 mi to center
9.0Exceptional
(1003 Reviews)
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $155/Night
7 Nights - US $1,087
Apartment
- Boston
- ·
- Auburndale
- 0.34 mi to center
9.6Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
5 Guests
1250 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $96/Night
7 Nights - US $675
House
1 Bedroom
2 Baths
1 Guest
- Parking
- Air Conditioner
- Internet
US $162/Night
7 Nights - US $1,134
Apartment
- Boston
- ·
- Auburndale
- 0.60 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
950 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $156/Night
7 Nights - US $1,091
Condo
- Boston
- ·
- South Side
- 0.15 mi to center
7.4Very Good
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
1225 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $182/Night
7 Nights - US $1,274
Condo
- Boston
- ·
- Banks Square
- 0.33 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $135/Night
7 Nights - US $947
Apartment
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $101/Night
7 Nights - US $706
Instantly Bookable Villa Rentals in South Side
Over 79+ Instantly Bookable Private Villas in or Near South Side
Condo
- Boston
- ·
- Newtonville
- 0.55 mi to center
10.0Exceptional
(32 Reviews)
3 Bedrooms
1 Bath
5 Guests
1100 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $306/Night
7 Nights - US $2,142
Apartment
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $89/Night
7 Nights - US $626
Apartment
9.6Exceptional
(13 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $368/Night
7 Nights - US $2,576
Apartment
1 Bedroom
1 Bath
2 Guests
790 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $229/Night
7 Nights - US $1,603
House
9.8Exceptional
(47 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $364/Night
7 Nights - US $2,549
House
- Boston
- ·
- Warrendale
- 0.21 mi to center
9.2Exceptional
(17 Reviews)
3 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $330/Night
7 Nights - US $2,307
Apartment
9.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
7 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $675/Night
7 Nights - US $4,727
Apartment
9.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $337/Night
7 Nights - US $2,359
House
8.0Excellent
(7 Reviews)
4 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $299/Night
7 Nights - US $2,092
Book a Last Minute Place to Stay in South Side
About South Side Vacation Rentals
Explore over 199 golf accommodation rentals in South Side. 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 South Side.
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 South Side. 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 South Side offer approximately 689.51 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 South Side typically ranges around US $342.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in South Side. 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 South Side
| Type | Count |
|---|---|
| Holiday Apartments | 79 |
| Vacation Homes | 59 |
| Villas | 2 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in South Side
★ 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 South Side.
Weather in South Side, MA
View the weather forecast for South Side before booking your South Side Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Find Nearby Cabin Rentals in these Cities & Neighborhoods
Frequently Asked Questions About South Side?
What are the best golf resorts, luxury villas, and vacation rentals in South Side?
Looking for a place to stay in South Side? 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:
- Contemporary Room | Free Breakfast, Parking & Gym Access
- Double Room at Fairfield Waltham | EV Charger, Pool & Fitness Center| 2 Units
- Luxury Apt with Rooftop Terrace and Pool
- Tranquil Getaway Perfect for Outdoor Enthusiasts Near Boston Attractions
- Crescent Suites Hotel
- Courtyard by Marriott Boston Waltham
- The Westin Waltham-Boston
- Hyatt House Boston Waltham
- Four Points by Sheraton Boston Newton
- Boston Marriott Newton
How many golf stays with private pools are available in South Side?
Find exceptional golf retreats with private pools near South Side 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.
- Lovely Pet-Friendly 2BR in Waltham
- Courtyard by Marriott Boston Waltham
- Lovely Studio in Waltham, Parking + Pet-Friendly
- Residence Inn by Marriott Boston Waltham
What are the top-rated golf retreats in South Side for family stays?
Searching for a family-friendly golf retreat in South Side? Explore these top-rated options, each loved by families and groups who have stayed in South Side:
- 2BR Beautiful Belmont house with laundry, parking, home office and gym
- Charming 3BR, 1BA Near Heart of Boston!
- Hilton Garden Inn Boston/Waltham
How many StayAndPlay golf vacation rentals are available in South Side?
StayAndPlay, as of 2026, features over 199 unique golf villas, golf hotels, golf resorts, and more in South Side. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 199 stunning properties in South Side, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 199 premier golf accommodations in South Side. Find your ideal golf-retreat and play your best game with StayAndPlay.
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