Holiday rentals near Grassy Hill Country Club
We found 840 holiday rentals — enter your dates for availability
Choose the right holiday rental within close proximity to Grassy Hill Country Club. Holiday homes provide the best amenities for your family, friends or furry companion, such as a hot tub and garden. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Grassy Hill Country Club
Showing deals for:3 Oct - 10 Oct
Image gallery for Enjoy a taste of New England in Historic Guilford Ct
1010 out of 10 rating
Exceptional
(11 reviews)
Enjoy a taste of New England in Historic Guilford Ct
Guilford, CT
8% off
Price is NZ$3,687
NZ$3,687
NZ$527 per night
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
7% off
Price is NZ$1,986
NZ$1,986
NZ$284 per night
includes taxes & fees
Image gallery for Spacious Modern Beach House, perfect for families and groups up to 12
1010 out of 10 rating
Exceptional
(11 reviews)
Spacious Modern Beach House, perfect for families and groups up to 12
Branford, CT
16% off
Price is NZ$8,672
NZ$8,672
NZ$1,239 per night
includes taxes & fees
Image gallery for Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
1010 out of 10 rating
Exceptional
(9 reviews)
Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?
Weston, CT
8% off
Price is NZ$4,849
NZ$4,849
NZ$693 per night
includes taxes & fees
Image gallery for Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
8% off
Price is NZ$20,318
NZ$20,318
NZ$2,903 per night
includes taxes & fees
Image gallery for 🌾Welcoming Tiny Home! Downtown & Beachy☀️
9.09.0 out of 10 rating
Wonderful
(8 reviews)
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Guilford, CT
8% off
Price is NZ$3,140
NZ$3,140
NZ$449 per night
includes taxes & fees
Image gallery for On the Water Spacious Comfortable Historic Home
1010 out of 10 rating
Exceptional
(5 reviews)
On the Water Spacious Comfortable Historic Home
West Haven, CT
8% off
Price is NZ$8,778
NZ$8,778
NZ$1,254 per night
includes taxes & fees
Image gallery for Waterfront home- Sleeps 10 - private beach-epic pool
1010 out of 10 rating
Exceptional
(25 reviews)
Waterfront home- Sleeps 10 - private beach-epic pool
Branford, CT
5% off
Price is NZ$24,244
NZ$24,244
NZ$3,463 per night
includes taxes & fees
Image gallery for 3br\2ba: Quiet and Cozy Getaway in Milford
1010 out of 10 rating
Exceptional
(6 reviews)
3br\2ba: Quiet and Cozy Getaway in Milford
Milford, CT
24% off
Price is NZ$2,631
NZ$2,631
NZ$376 per night
includes taxes & fees
Image gallery for Waterfront Cottage in Branford
1010 out of 10 rating
Exceptional
(94 reviews)
Waterfront Cottage in Branford
Branford, CT
8% off
Price is NZ$12,111
NZ$12,111
NZ$1,730 per night
includes taxes & fees
Image gallery for A Secluded Modern Getaway
1010 out of 10 rating
Exceptional
(7 reviews)
A Secluded Modern Getaway
Redding, CT
8% off
Price is NZ$12,565
NZ$12,565
NZ$1,795 per night
includes taxes & fees
Image gallery for Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
1010 out of 10 rating
Exceptional
(131 reviews)
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Branford, CT
8% off
Price is NZ$3,499
NZ$3,499
NZ$500 per night
includes taxes & fees
Image gallery for Direct Waterfront "The Palms" Beach House
1010 out of 10 rating
Exceptional
(9 reviews)
Direct Waterfront "The Palms" Beach House
Milford, CT
8% off
Price is NZ$7,141
NZ$7,141
NZ$1,020 per night
includes taxes & fees
Image gallery for Direct Waterfront Private Beach Escape
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Direct Waterfront Private Beach Escape
East Haven, CT
15% off
Price is NZ$10,942
NZ$10,942
NZ$1,563 per night
includes taxes & fees
Image gallery for Beachfront Home- Quiet, On The Water In Milford Connecticut
1010 out of 10 rating
Exceptional
(38 reviews)
Beachfront Home- Quiet, On The Water In Milford Connecticut
Milford, CT
8% off
Price is NZ$17,633
NZ$17,633
NZ$2,519 per night
includes taxes & fees
Image gallery for Charming 3 Bedroom Beach Front Cottage with Fireplace
9.49.4 out of 10 rating
Exceptional
(27 reviews)
Charming 3 Bedroom Beach Front Cottage with Fireplace
Milford, CT
8% off
Price is NZ$7,848
NZ$7,848
NZ$1,121 per night
includes taxes & fees
Image gallery for Luxury private beach front property
1010 out of 10 rating
Exceptional
(11 reviews)
Luxury private beach front property
Milford, CT
12% off
Price is NZ$11,108
NZ$11,108
NZ$1,587 per night
includes taxes & fees
Image gallery for Beach House steps from sand & Amazing Views
1010 out of 10 rating
Exceptional
(9 reviews)
Beach House steps from sand & Amazing Views
West Haven, CT
8% off
Price is NZ$8,808
NZ$8,808
NZ$1,258 per night
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
7% off
Price is NZ$12,760
NZ$12,760
NZ$1,823 per night
includes taxes & fees
Image gallery for Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
1010 out of 10 rating
Exceptional
(10 reviews)
Sleeping Giant Getaway w/ Swim Spa/Tonal/Peloton
Hamden, CT
8% off
Price is NZ$9,292
NZ$9,292
NZ$1,327 per night
includes taxes & fees
Image gallery for Adorable 1-Bedroom Cottage in Weston, CT
1010 out of 10 rating
Exceptional
(41 reviews)
Adorable 1-Bedroom Cottage in Weston, CT
Weston, CT
8% off
Price is NZ$2,620
NZ$2,620
NZ$374 per night
includes taxes & fees
Image gallery for Clear LI Sound waterview, Wedding pics, Yale&Beach
1010 out of 10 rating
Exceptional
(5 reviews)
Clear LI Sound waterview, Wedding pics, Yale&Beach
East Haven, CT
8% off
Price is NZ$5,164
NZ$5,164
NZ$738 per night
includes taxes & fees
Image gallery for BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
1010 out of 10 rating
Exceptional
(34 reviews)
BREATHTAKING BUNGALOW-HOME AWAY FROM HOME
Milford, CT
8% off
Price is NZ$2,040
NZ$2,040
NZ$291 per night
includes taxes & fees
Image gallery for Waterfront Luxury Home in Branford, Beach🏖 Panoramic Water Views+Hot Tub
9.89.8 out of 10 rating
Exceptional
(63 reviews)
Waterfront Luxury Home in Branford, Beach🏖 Panoramic Water Views+Hot Tub
Branford, CT
14% off
Price is NZ$12,949
NZ$12,949
NZ$1,850 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Grassy Hill Country Club
Spacious 6-bedroom 4 bathroom Dream House, with salt water pool & stone hot tub.
Sleeps 13 · 6 bedrooms · 3+ bathrooms
Charming bungalow in lovely Southbury with panoramic lakefront views
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Large group haven!
Sleeps 16 · 6 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
Modern Apartment in Black Rock
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
10 reviews(10 reviews)
Cozy cute Relaxing home
Sleeps 3 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
Near Yale with Game Room
Sleeps 14 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
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