Vacation rentals near Grassy Hill Country Club
We found 833 vacation rentals — enter your dates for availability
Choose the right private vacation rental that's near Grassy Hill Country Club. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as WiFi and a fireplace. At the end of the day, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Grassy Hill Country Club
Showing deals for:Nov 7 - Nov 14
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
10% off
Price is CA $321
CA $321
CA $3,050 total
CA $3,050 total
includes taxes & fees
Image gallery for Historic Whitneyville Cottage
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Historic Whitneyville Cottage
Hamden, CT
10% off
Price is CA $185
CA $185
CA $1,925 total
CA $1,925 total
includes taxes & fees
Image gallery for Charming cottage by the sea
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Charming cottage by the sea
Guilford, CT
10% off
Price is CA $433
CA $433
CA $4,030 total
CA $4,030 total
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
28% off
Price is CA $618
CA $618
CA $5,695 total
CA $5,695 total
includes taxes & fees
Image gallery for 🌾Welcoming Tiny Home! Downtown & Beachy☀️
1010 out of 10 rating
Exceptional
(10 reviews)
🌾Welcoming Tiny Home! Downtown & Beachy☀️
Guilford, CT
10% off
Price is CA $299
CA $299
CA $2,605 total
CA $2,605 total
includes taxes & fees
Image gallery for Waterfront Cottage in Branford
1010 out of 10 rating
Exceptional
(95 reviews)
Waterfront Cottage in Branford
Branford, CT
10% off
Price is CA $821
CA $821
CA $7,671 total
CA $7,671 total
includes taxes & fees
Image gallery for Renovated Milford Beach home by Charles Island/Silver Sands Pk
1010 out of 10 rating
Exceptional
(6 reviews)
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Milford, CT
10% off
Price is CA $375
CA $375
CA $3,426 total
CA $3,426 total
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
(18 reviews)
Fairfield Old Post Road-heated pool & Guest Cottage-walk to NYC train and Beach!
Fairfield, CT
10% off
Price is CA $1,854
CA $1,854
CA $16,313 total
CA $16,313 total
includes taxes & fees
Image gallery for Charming home, easy access - everything Branford. Super Host with 5-Star Rating
1010 out of 10 rating
Exceptional
(14 reviews)
Charming home, easy access - everything Branford. Super Host with 5-Star Rating
Branford, CT
10% off
Price is CA $241
CA $241
CA $2,314 total
CA $2,314 total
includes taxes & fees
Image gallery for Morgan · Casa al Mare Beachfront Retreat Oceanview
9.49.4 out of 10 rating
Exceptional
(33 reviews)
Morgan · Casa al Mare Beachfront Retreat Oceanview
East Haven, CT
5% off
Price is CA $933
CA $933
CA $7,559 total
CA $7,559 total
includes taxes & fees
Image gallery for Dove Haven | Find your Peace
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Dove Haven | Find your Peace
New Haven, CT
10% off
Price is CA $1,088
CA $1,088
CA $10,023 total
CA $10,023 total
includes taxes & fees
Image gallery for Beautiful Waterfront Beach House for Family Vacations
1010 out of 10 rating
Exceptional
(43 reviews)
Beautiful Waterfront Beach House for Family Vacations
Branford, CT
10% off
Price is CA $700
CA $700
CA $6,466 total
CA $6,466 total
includes taxes & fees
Image gallery for Summer Sale | Cozy Cottage | Pet | WalktoBeach
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Summer Sale | Cozy Cottage | Pet | WalktoBeach
Milford, CT
5% off
Price is CA $202
CA $202
CA $1,933 total
CA $1,933 total
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
28% off
Price is CA $250
CA $250
CA $2,181 total
CA $2,181 total
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
10% off
Price is CA $864
CA $864
CA $7,746 total
CA $7,746 total
includes taxes & fees
Image gallery for Luxury Beach Oasis with Amazing Panoramic Ocean Views
1010 out of 10 rating
Exceptional
(6 reviews)
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Milford, CT
10% off
Price is CA $878
CA $878
CA $8,153 total
CA $8,153 total
includes taxes & fees
Image gallery for Stunning Waterfall View - 5 Bedroom
1010 out of 10 rating
Exceptional
(9 reviews)
Stunning Waterfall View - 5 Bedroom
Westport, CT
10% off
Price is CA $896
CA $896
CA $8,066 total
CA $8,066 total
includes taxes & fees
Image gallery for StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
1010 out of 10 rating
Exceptional
(10 reviews)
StedleyCreek! One bed-room apartment in the Stoney Creek area of Branford, CT.
Branford, CT
10% off
Price is CA $231
CA $231
CA $2,272 total
CA $2,272 total
includes taxes & fees
Image gallery for Historic Designer City Getaway
1010 out of 10 rating
Exceptional
(9 reviews)
Historic Designer City Getaway
Easton, CT
10% off
Price is CA $1,086
CA $1,086
CA $10,261 total
CA $10,261 total
includes taxes & fees
Image gallery for Perfect Family Beach Getaway, walking distance to Restaurants
1010 out of 10 rating
Exceptional
(60 reviews)
Perfect Family Beach Getaway, walking distance to Restaurants
East Haven, CT
5% off
Price is CA $261
CA $261
CA $2,529 total
CA $2,529 total
includes taxes & fees
Image gallery for Direct Waterfront Private Beach Escape
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Direct Waterfront Private Beach Escape
East Haven, CT
19% off
Price is CA $778
CA $778
CA $7,286 total
CA $7,286 total
includes taxes & fees
Image gallery for Cozy 2 bedroom home located minutes from downtown
9.69.6 out of 10 rating
Exceptional
(29 reviews)
Cozy 2 bedroom home located minutes from downtown
New Haven, CT
10% off
Price is CA $210
CA $210
CA $1,864 total
CA $1,864 total
includes taxes & fees
Image gallery for MODERN GUESTHOUSE IN PRIVATE SETTING
1010 out of 10 rating
Exceptional
(5 reviews)
MODERN GUESTHOUSE IN PRIVATE SETTING
Guilford, CT
10% off
Price is CA $328
CA $328
CA $2,968 total
CA $2,968 total
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
10% off
Price is CA $760
CA $760
CA $7,264 total
CA $7,264 total
includes taxes & fees
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Find the best place to stay - Grassy Hill Country Club
Large group haven!
Sleeps 16 · 6 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
Near Yale with Game Room
Sleeps 14 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
Top rated rentals - Grassy Hill Country Club
Wonderful All Round
1010 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
Loved our 6 day stay! Hosts are wonderful and spot is a gem. Highly recommend and will be back for sure.
Sarah A.
Stayed Aug 2024
Great if you stay for work or would like to be in your room most of the time
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
If you would like to be in the room most of the time - work or just stay inside - the place is fantastic: it is uniquely and very tastefully arranged and has everything you need. The host offered access to a co-working place downstairs, which is a brilliantly planned facility. If you. however would like to enjoy the beach while lacking the local car plate registration, be prepared to either walk there (30 min) or pay $50/day entry fee on weekends (2022 numbers). Our stay was very pleasant, and the host checked in with us several times.
Natalia F.
Stayed Aug 2022
While viewing the photos, imagine relaxing here. It was just like that.
1010 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
We had a very enjoyable stay. The property is very clean, very well maintained and quiet. The hosts are well organized and friendly. The listing describes the property accurately. I enjoyed sampling the local golf courses (recommend Tashua Knolls for quality and value). Day trip into the city is practical from this location.
Douglas C.
Stayed Aug 2019
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, yards and more
More for lessMore space, more privacy, more amenities — more value