Holiday rentals near Cheshire Hills Golf Course
We found 1,184 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Cheshire Hills Golf Course that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Cheshire Hills Golf Course
Showing deals for:7 Nov - 14 Nov
Image gallery for Beautiful ranch situated on a ravine within minutes to downtown South Haven
1010 out of 10 rating
Exceptional
(21 reviews)
Beautiful ranch situated on a ravine within minutes to downtown South Haven
South Haven, MI
13% off
Price is S$2,233
S$2,233
S$319 per night
includes taxes & fees
Image gallery for Cozy Cottage in the woods private lake access.
1010 out of 10 rating
Exceptional
(23 reviews)
Cozy Cottage in the woods private lake access.
Fennville, MI
8% off
Price is S$2,707
S$2,707
S$387 per night
includes taxes & fees
Image gallery for 10 Acre Private Estate, Covered Hot Tub, Heated Pool, Xfinity Broadband,
9.69.6 out of 10 rating
Exceptional
(28 reviews)
10 Acre Private Estate, Covered Hot Tub, Heated Pool, Xfinity Broadband,
South Haven, MI
8% off
Price is S$12,103
S$12,103
S$1,729 per night
includes taxes & fees
Image gallery for Escape to your cozy 2-bedroom cottage near Lake Michigan
1010 out of 10 rating
Exceptional
(41 reviews)
Escape to your cozy 2-bedroom cottage near Lake Michigan
Fennville, MI
9% off
Price is S$2,559
S$2,559
S$366 per night
includes taxes & fees
Image gallery for Webster Cottage - 1 minute walk to beach!
9.29.2 out of 10 rating
Wonderful
(31 reviews)
Webster Cottage - 1 minute walk to beach!
South Haven, MI
9% off
Price is S$4,771
S$4,771
S$682 per night
includes taxes & fees
Image gallery for Modern Cabin In The Woods
1010 out of 10 rating
Exceptional
(48 reviews)
Modern Cabin In The Woods
Fennville, MI
17% off
Price is S$5,260
S$5,260
S$751 per night
includes taxes & fees
Image gallery for Cozy cabin w lake view. Book Labor Day and Wine&Harvest wknds. Pontoon. Pets ok!
1010 out of 10 rating
Exceptional
(80 reviews)
Cozy cabin w lake view. Book Labor Day and Wine&Harvest wknds. Pontoon. Pets ok!
Paw Paw, MI
26% off
Price is S$1,489
S$1,489
S$213 per night
includes taxes & fees
Image gallery for Quiet Country Views close to Everything West Michigan
1010 out of 10 rating
Exceptional
(5 reviews)
Quiet Country Views close to Everything West Michigan
Fennville, MI
8% off
Price is S$2,006
S$2,006
S$287 per night
includes taxes & fees
Image gallery for Rebel Farm - A Farm To Table Getaway Sleeps 20
1010 out of 10 rating
Exceptional
(51 reviews)
Rebel Farm - A Farm To Table Getaway Sleeps 20
Fennville, MI
8% off
Price is S$25,473
S$25,473
S$3,639 per night
includes taxes & fees
Image gallery for Luxury Stays at HoneyComb Home-Wine Country- Sleeps 10 w/ Game Room!
1010 out of 10 rating
Exceptional
(24 reviews)
Luxury Stays at HoneyComb Home-Wine Country- Sleeps 10 w/ Game Room!
Lawton, MI
8% off
Price is S$3,250
S$3,250
S$464 per night
includes taxes & fees
Image gallery for Heated Indoor Pool, Fast Wifi, 5 Acres of Fenced Privacy
9.69.6 out of 10 rating
Exceptional
(133 reviews)
Heated Indoor Pool, Fast Wifi, 5 Acres of Fenced Privacy
South Haven, MI
8% off
Price is S$11,526
S$11,526
S$1,647 per night
includes taxes & fees
Image gallery for Crescent Cottage Summ
9.09.0 out of 10 rating
Wonderful
(12 reviews)
Crescent Cottage Summ
Fennville, MI
6% off
Price is S$2,146
S$2,146
S$307 per night
includes taxes & fees
Image gallery for ALLEGAN ACRES 3Acres,Pool,HotTub,6Bdrm,3Bath,2Fireplaces,FirePit,PingPong,Events
9.69.6 out of 10 rating
Exceptional
(165 reviews)
ALLEGAN ACRES 3Acres,Pool,HotTub,6Bdrm,3Bath,2Fireplaces,FirePit,PingPong,Events
Fennville, MI
8% off
Price is S$4,461
S$4,461
S$637 per night
includes taxes & fees
Image gallery for Luxury Home-NEW Outdoor Pavilion, Heated Pool, Volleyball Court, Fire Pit & MORE
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Luxury Home-NEW Outdoor Pavilion, Heated Pool, Volleyball Court, Fire Pit & MORE
South Haven, MI
8% off
Price is S$5,529
S$5,529
S$790 per night
includes taxes & fees
Image gallery for 3 Mi to Dtwn: Family-Friendly Home in South Haven!
9.69.6 out of 10 rating
Exceptional
(9 reviews)
3 Mi to Dtwn: Family-Friendly Home in South Haven!
South Haven, MI
6% off
Price is S$3,297
S$3,297
S$471 per night
includes taxes & fees
Image gallery for The Wolf Den:A Summer Dream - Lake Views, Hot Tub & Fire Pits
8.88.8 out of 10 rating
Excellent
(14 reviews)
The Wolf Den:A Summer Dream - Lake Views, Hot Tub & Fire Pits
Grand Junction, MI
7% off
Price is S$2,386
S$2,386
S$341 per night
includes taxes & fees
Image gallery for Large Family Home in South Haven - Private Lake Access, Hot Tub, Sunroom & Patio
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Large Family Home in South Haven - Private Lake Access, Hot Tub, Sunroom & Patio
South Haven, MI
8% off
Price is S$13,118
S$13,118
S$1,874 per night
includes taxes & fees
Image gallery for Hot Tub! Lake View! Fireplace! Lake Access! Dog Friendly! Close to Saugatuck!
9.49.4 out of 10 rating
Exceptional
(102 reviews)
Hot Tub! Lake View! Fireplace! Lake Access! Dog Friendly! Close to Saugatuck!
Fennville, MI
8% off
Price is S$2,897
S$2,897
S$414 per night
includes taxes & fees
Image gallery for MarinaResort/2SpaciousLivingRoom/gameRMBar/
1010 out of 10 rating
Exceptional
(35 reviews)
MarinaResort/2SpaciousLivingRoom/gameRMBar/
South Haven, MI
8% off
Price is S$3,542
S$3,542
S$506 per night
includes taxes & fees
Image gallery for 321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!
1010 out of 10 rating
Exceptional
(19 reviews)
321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!
South Haven, MI
8% off
Price is S$1,820
S$1,820
S$260 per night
includes taxes & fees
Image gallery for Nestled around 18 acres. Close to trails and a lake.
1010 out of 10 rating
Exceptional
(18 reviews)
Nestled around 18 acres. Close to trails and a lake.
Otsego, MI
8% off
Price is S$1,041
S$1,041
S$149 per night
includes taxes & fees
Image gallery for Charming farmhouse with 4 bedrooms, indoor pool, WiFi and AC in soothing Otsego
1010 out of 10 rating
Exceptional
(17 reviews)
Charming farmhouse with 4 bedrooms, indoor pool, WiFi and AC in soothing Otsego
Otsego, MI
9% off
Price is S$2,559
S$2,559
S$366 per night
includes taxes & fees
Image gallery for Little Blue is a family friendly, quintessential cottage.
9.69.6 out of 10 rating
Exceptional
(113 reviews)
Little Blue is a family friendly, quintessential cottage.
South Haven, MI
9% off
Price is S$2,605
S$2,605
S$372 per night
includes taxes & fees
Image gallery for "The Love Shack" For Couples - Private Hot Tub, Meals, Pampering, Pet Sitting!
1010 out of 10 rating
Exceptional
(28 reviews)
"The Love Shack" For Couples - Private Hot Tub, Meals, Pampering, Pet Sitting!
South Haven, MI
9% off
Price is S$1,997
S$1,997
S$285 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Cheshire Hills Golf Course
Sleepy Hollow Beach Resort introduces Terrace 18
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.29.2 out of 10
Wonderfulwonderful
23 reviews(23 reviews)
Lake Michigan & channel, Saugatuck. 8 bedrooms, heated pool in season, hot tub.
Sleeps 18 · 8 bedrooms · 7+ bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Lake House on a 4 Acre Wooded Lot With Hot Tub, wooded trails & kayaks!
Sleeps 12 · 4 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
148 reviews(148 reviews)
Now Available Aug 17-19- Chalet with Private Indoor Pool & Hot Tub
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Charming Lakefront Retreat with Sandy Beach – Perfect Getaway
Sleeps 6 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Pine Lake Overlook- Lakeside house, hot tub w/ a view! Pontoon rental options!
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
118 reviews(118 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value