Explore Prospect Hill Golf Retreats
Condo
10.0Exceptional
(109 Reviews)
2 Bedrooms
1 Bath
4 Guests
950 ft²
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $844/Night
7 Nights - US $5,909
Apartment
10.0Exceptional
(5 Reviews)
7 Bedrooms
1 Bath
4 Guests
592.02 ft²
- Parking
Pool- Balcony/Terrace
- Air Conditioner
US $341/Night
7 Nights - US $2,385
Hotel
- Boston
- ·
- Boston Financial District
- 0.08 mi to center
9.8Exceptional
(1006 Reviews)
1 Bath
Breakfast- Parking
- Pool
Spa
US $507/Night
7 Nights - US $3,546
Condo
- Boston
- ·
- Thompson Square - Bunker Hill
- 0.05 mi to center
10.0Exceptional
(18 Reviews)
2 Bedrooms
1 Bath
4 Guests
785 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
Internet
US $446/Night
7 Nights - US $3,125
House
- Boston
- ·
- Neighborhood Nine
- 0.31 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
947.22 ft²
- Parking
View- Air Conditioner
- Internet
US $238/Night
7 Nights - US $1,669
House
10.0Exceptional
(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $312/Night
7 Nights - US $2,184
Apartment
- Boston
- ·
- Somerville
- 0.68 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $388/Night
7 Nights - US $2,713
Apartment
- Boston
- ·
- West Cambridge
- 0.29 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
1175 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $453/Night
7 Nights - US $3,173
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
3 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
US $410/Night
7 Nights - US $2,872
Luxury Places to Stay in Prospect Hill
Over 4055+ Luxury Places to Stay in or Near Prospect Hill
Apartment
- Boston
- ·
- Lower Allston
- 0.45 mi to center
8.9Fabulous
(36 Reviews)
14 Bedrooms
1 Bath
3 Guests
602.78 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $7,670/Night
7 Nights - US $53,690
House
- Boston
- ·
- Thompson Square - Bunker Hill
- 0.34 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
11 Guests
Hot Tub- Parking
- Pool
Ocean View
US $3,578/Night
7 Nights - US $25,043
House
5 Bedrooms
4 Baths
10 Guests
3229.17 ft²
- Parking
- View
- Air Conditioner
- Internet
US $2,630/Night
7 Nights - US $18,407
Apartment
- Boston
- ·
- Central-Maverick Square - Paris Street
- 0.21 mi to center
3 Bedrooms
1 Bath
6 Guests
1399.31 ft²
- View
- Air Conditioner
- Internet
Child Friendly
US $1,806/Night
7 Nights - US $12,639
Apartment
- Boston
- ·
- Central-Maverick Square - Paris Street
- 0.21 mi to center
3 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- View
- Air Conditioner
- Internet
- Child Friendly
US $1,351/Night
7 Nights - US $9,454
Apartment
- Boston
- ·
- East Cambridge
- 0.31 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
7 Guests
1100 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,272/Night
7 Nights - US $8,906
US $1,173/Night
7 Nights - US $8,210
US $1,173/Night
7 Nights - US $8,210
US $1,173/Night
7 Nights - US $8,210
Top-Rated Villas with a Pool in Prospect Hill
Over 513+ Top-Rated Private Villas with a Pool in or Near Prospect Hill
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(2 Reviews)
4 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $1,130/Night
7 Nights - US $7,909
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(1 Review)
3 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $907/Night
7 Nights - US $6,351
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(1 Review)
3 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $879/Night
7 Nights - US $6,155
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(1 Review)
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $579/Night
7 Nights - US $4,053
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $424/Night
7 Nights - US $2,966
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $424/Night
7 Nights - US $2,966
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
9.8Exceptional
(8 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $291/Night
7 Nights - US $2,038
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
9.6Exceptional
(7 Reviews)
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $558/Night
7 Nights - US $3,906
Hotel
9.2Exceptional
(1113 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $465/Night
7 Nights - US $3,252
Pet-Friendly Villas in Prospect Hill
Over 2076+ Pet-Friendly Private Villas in or Near Prospect Hill
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $491/Night
7 Nights - US $3,440
House
- Boston
- ·
- East Cambridge
- 0.19 mi to center
9.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
6 Guests
1399.31 ft²
Oceanfront- Breakfast
EV Charge Station- Parking
US $700/Night
7 Nights - US $4,900
Hotel
- Boston
- ·
- Waterfront
- 0.18 mi to center
9.8Exceptional
(1001 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $649/Night
7 Nights - US $4,543
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $526/Night
7 Nights - US $3,685
Apartment
1 Bedroom
2 Baths
6 Guests
1097.92 ft²
- Pool
- View
- Air Conditioner
- Internet
US $921/Night
7 Nights - US $6,449
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $494/Night
7 Nights - US $3,456
Boat Rental
- Boston
- ·
- Thompson Square - Bunker Hill
- 0.48 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $465/Night
7 Nights - US $3,257
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $450/Night
7 Nights - US $3,150
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $450/Night
7 Nights - US $3,150
Large Private Villas in Prospect Hill
Over 267+ Large Villas in or Near Prospect Hill for Groups and Families
Apartment
2.0Average
(1 Review)
5 Bedrooms
1 Bath
4 Guests
495 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
US $286/Night
7 Nights - US $2,001
Apartment
8.8Fabulous
(201 Reviews)
5 Bedrooms
3 Baths
10 Guests
706.83 ft²
- Parking
Skiing- Balcony/Terrace
- Air Conditioner
US $111/Night
7 Nights - US $777
Apartment
8.0Excellent
(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Kitchen
- Internet
- Child Friendly
Laundry
US $528/Night
7 Nights - US $3,698
House
10.0Exceptional
(12 Reviews)
5 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $845/Night
7 Nights - US $5,916
House
- Boston
- ·
- Strawberry Hill
- 0.26 mi to center
8.7Fabulous
(68 Reviews)
16 Bedrooms
7 Baths
26 Guests
1013.6 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $59/Night
7 Nights - US $413
Condo
10.0Exceptional
(8 Reviews)
5 Bedrooms
3 Baths
11 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $793/Night
7 Nights - US $5,554
House
- Boston
- ·
- North Cambridge
- 0.19 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $434/Night
7 Nights - US $3,038
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
3225 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $846/Night
7 Nights - US $5,920
Apartment
- Boston
- ·
- Strawberry Hill
- 0.26 mi to center
9.6Exceptional
(45 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $750/Night
7 Nights - US $5,248
Wheelchair Accessible Holiday Homes in Prospect Hill
Over 1802+ Wheelchair Accessible Villas and Holiday Homes in or Near Prospect Hill
Hotel
- Boston
- ·
- Downtown Boston
- 0.85 mi to center
10.0Exceptional
(2 Reviews)
1 Bath
- Parking
- Spa
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,142
Hotel
- Boston
- ·
- Waterfront
- 0.18 mi to center
9.1Exceptional
(161 Reviews)
10 Baths
523.13 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $595/Night
7 Nights - US $4,166
Hotel
9.6Exceptional
(1003 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $357/Night
7 Nights - US $2,501
Hotel
- Boston
- ·
- Downtown Boston
- 0.85 mi to center
10.0Exceptional
(1 Review)
1 Bath
- Parking
- Spa
- Kitchen
- Air Conditioner
US $269/Night
7 Nights - US $1,881
Hotel
8.6Fabulous
(480 Reviews)
11 Baths
359.12 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $644/Night
7 Nights - US $4,510
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
9.0Exceptional
(2 Reviews)
2 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $582/Night
7 Nights - US $4,077
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
9.0Exceptional
(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $281/Night
7 Nights - US $1,965
Hotel
9.0Exceptional
(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $245/Night
7 Nights - US $1,712
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
8.0Excellent
(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $291/Night
7 Nights - US $2,038
Prospect Hill Villas, Airbnb and Holiday Homes Under $200
Over 941+ Prospect Hill Private Villas, Airbnb and Holiday Homes Under $200
Apartment
7.4Very Good
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,226
Apartment
- Boston
- ·
- East Cambridge
- 0.40 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
13 Guests
9752.1 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $124/Night
7 Nights - US $868
Hotel
- Boston
- ·
- East Cambridge
- 0.25 mi to center
8.8Fabulous
(1004 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $199/Night
7 Nights - US $1,395
US $200/Night
7 Nights - US $1,400
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- Air Conditioner
- Internet
Security/Safety
US $144/Night
7 Nights - US $1,008
US $200/Night
7 Nights - US $1,400
Apartment
- Boston
- ·
- Coolidge Corner South Side
- 0.25 mi to center
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
450 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $136/Night
7 Nights - US $950
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $156/Night
7 Nights - US $1,093
Apartment
- Boston
- ·
- North Brookline
- 0.35 mi to center
2 Bedrooms
1 Bath
4 Guests
1060 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $198/Night
7 Nights - US $1,384
Instantly Bookable Villa Rentals in Prospect Hill
Over 2543+ Instantly Bookable Private Villas in or Near Prospect Hill
Condo
- Boston
- ·
- Neighborhood Nine
- 0.31 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $347/Night
7 Nights - US $2,429
Apartment
- Boston
- ·
- Charlestown
- 0.21 mi to center
4.0Average
(5 Reviews)
1 Bedroom
1 Bath
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $293/Night
7 Nights - US $2,052
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $410/Night
7 Nights - US $2,872
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $491/Night
7 Nights - US $3,440
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
1 Bedroom
1 Bath
4 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $450/Night
7 Nights - US $3,150
Apartment
- Boston
- ·
- Fenway–Kenmore
- 0.42 mi to center
1 Bedroom
1 Bath
3 Guests
647 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $431/Night
7 Nights - US $3,019
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
8.0Excellent
(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $282/Night
7 Nights - US $1,973
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
8.0Excellent
(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $291/Night
7 Nights - US $2,038
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
6.0Good
(1 Review)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $291/Night
7 Nights - US $2,038
Book a Last Minute Place to Stay in Prospect Hill
About Prospect Hill Vacation Rentals
Explore over 4064 golf accommodation rentals in Prospect Hill. 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 Prospect Hill.
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 Prospect Hill. 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 Prospect Hill offer approximately 577.84 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 Prospect Hill typically ranges around US $461.
StayAndPlay offers a secure and convenient platform to compare and book the best golf retreats in Prospect Hill. 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 Prospect Hill
| Type | Count |
|---|---|
| Holiday Apartments | 2878 |
| Vacation Homes | 497 |
| Unique Vacation Rentals | 27 |
| B&B | 17 |
| Villas | 1 |
Use these Quick Filters to Find a Vacation Rental in Prospect Hill
★ 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 Prospect Hill.
Weather in Prospect Hill, MA
View the weather forecast for Prospect Hill before booking your Prospect Hill 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 Prospect Hill?
What are the best golf resorts, luxury villas, and vacation rentals in Prospect Hill?
Looking for a place to stay in Prospect Hill? 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:
- Stunning South End/Back Bay Penthouse!
- Remodeled Spacious Apartment in Perfect Location
- Spacious Coolidge Corner Brookline Home - 1 Block to Restaurants, Shops, Movies
- Charlestown Gem - Historic and Central Boston location, perfect for walking
- 5 Bedroom Historic Home minutes to Boston with Yard
- 1000ft² 2BR with Free Parking, King Bed, WFH Setup, Near Harvard, MIT, & Tufts
- Brand New LUX-2 Level Living Harvard MIT Subway Cambridge 2 Parkings +Garage
- 1st FL Apt, in Somerville walk to Subways, Univ, Entertainment, & Restaurants
- Sunsplashed Serenity - Walk to Harvard & Fresh Pond from a Huron Village Oasis
- Hyatus Luxury Residences Boston Everett Signature Collection
How many golf stays with private pools are available in Prospect Hill?
Find exceptional golf retreats with private pools near Prospect Hill 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.
- Curated Designer Retreat Pool Gym Dining
- Global Luxury Suites East Boston
- Lux 2BR in Assembly Square | Pool & Fitness Center
- Elegant 2BR - 2BA Oasis with Pool & Gym
What are the top-rated golf retreats in Prospect Hill for family stays?
Searching for a family-friendly golf retreat in Prospect Hill? Explore these top-rated options, each loved by families and groups who have stayed in Prospect Hill:
How many StayAndPlay golf vacation rentals are available in Prospect Hill?
StayAndPlay, as of 2026, features over 4064 unique golf villas, golf hotels, golf resorts, and more in Prospect Hill. Choose from eco-friendly golf accommodations, golf hotels and golf resorts, with new options added frequently.
By 2026, StayAndPlay has curated over 4064 stunning properties in Prospect Hill, sourced from trusted platforms. Plan your next golf trip now.
For 2026, StayAndPlay provides access to over 4064 premier golf accommodations in Prospect Hill. Find your ideal golf-retreat and play your best game with StayAndPlay.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Winter Hill Golf Rental Cottages and Golf Getaways in Boston, Massachusetts | 52 |
| East Somerville Golf Rental Cottages and Golf Getaways in Boston, Massachusetts | 48 |
| Ward Two Golf Rental Cottages and Golf Getaways in Boston, Massachusetts | 4105 |
| Spring Hill Golf Rental Cottages and Golf Getaways in Boston, Massachusetts | 2554 |
| Inner Belt Golf Rental Cottages and Golf Getaways in Boston, Massachusetts | 4275 |
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