Family-Friendly Vacation Rentals in Gardiner's Bay Country Club, NY: Compare 10+ Sites & Save

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134 Best Family Vacation Rentals in Gardiner's Bay Country Club (Starting from $118)

Lagoon Lodge: North Fork,Charming 3Br, Waterfront
Lagoon Lodge: North Fork,Charming 3Br, Waterfront
House
East Marion, NY, USA
3.0k from Gardiner's Bay Country Club center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

3 Bedrooms8 Guests
New to Booking
$550
Average price / night
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Elegant Treetop Modern Steps from Hay Beach, Heated Gunite Pool
Elegant Treetop Modern Steps from Hay Beach, Heated Gunite Pool
House
Shelter Island, NY, 11965, United States
0.7k from Gardiner's Bay Country Club center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms5 Guests
9.8

Exceptional

7 reviews

$1087
Average price / night
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West Neck Guesthouse
West Neck Guesthouse
House
Shelter Island Heights, NY, USA
3.1k from Gardiner's Bay Country Club center

Internet, View, Fireplace/Heating, Air Conditioner, Guest Services, Parking, Security/Safety

6 Bedrooms8 Guests
8.9

Fabulous

17 reviews

$358
Average price / night
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Shelter Island Spacious Family Getaway steps from beaches
Shelter Island Spacious Family Getaway steps from beaches
House
Shelter Island Heights, NY, 11965, United States
0.9k from Gardiner's Bay Country Club center

AC, Arcade, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
8.0

Good

1 reviews

$891
Average price / night
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Lavender Bay Breezes - Private Bay Beach Community
Lavender Bay Breezes - Private Bay Beach Community
House
Gardiner's Bay Country Club, Shelter Island Heights, New York, USA
3.2k from Gardiner's Bay Country Club center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay, Accessible hotels

4 Bedrooms8 Guests
New to Booking
$312
Average price / night
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Resort Style Home- Family Friendly
Resort Style Home- Family Friendly
House
Shelter Island, NY, 11964, United States
1.1k from Gardiner's Bay Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

4 Bedrooms6 Guests
8.8

Fabulous

6 reviews

$1222
Average price / night
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Charming Greenport Gem 1, 1 Mile to Ferry!
Charming Greenport Gem 1, 1 Mile to Ferry!
Apartment
Greenport, NY, USA
3.2k from Gardiner's Bay Country Club center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$118
Average price / night
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Bright and Spacious Summer Home Steps from the Beach
Bright and Spacious Summer Home Steps from the Beach
House
Shelter Island, NY, 11965, United States
1.3k from Gardiner's Bay Country Club center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms10 Guests
9.0

Fabulous

41 reviews

$814
Average price / night
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Cozy Greenport Cottage
Cozy Greenport Cottage
House
Greenport, NY, USA
3.5k from Gardiner's Bay Country Club center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms10 Guests
New to Booking
$559
Average price / night
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Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!
Tranquil, Beachfront Getaway with Dock, Fabulous Sunset Views!
House
Shelter Island, NY, 11964, United States
1.3k from Gardiner's Bay Country Club center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
9.8

Exceptional

22 reviews

$584
Average price / night
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Modern on 9th
Modern on 9th
House
Greenport, NY, USA
3.6k from Gardiner's Bay Country Club center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

3 Bedrooms6 Guests
New to Booking
$403
Average price / night
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Family friendly home near beach with wonderful deck!
Family friendly home near beach with wonderful deck!
House
Shelter Island, NY, 11964, United States
1.3k from Gardiner's Bay Country Club center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

16 reviews

$677
Average price / night
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Shelter Island Retreat with Outdoor Pool!
Shelter Island Retreat with Outdoor Pool!
House
Shelter Island, NY, USA
4.5k from Gardiner's Bay Country Club center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings

5 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1119
Average price / night
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Classic Waterview Victorian Summer Cottage in Park-Like-Setting
Classic Waterview Victorian Summer Cottage in Park-Like-Setting
House
Shelter Island Heights, NY, 11965, United States
2.4k from Gardiner's Bay Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$688
Average price / night
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The Cliffside Resort Condominiums
The Cliffside Resort Condominiums
Apartment
Greenport, NY, USA
5.2k from Gardiner's Bay Country Club center

Apartments, Cheap, Accommodations, Pools, Parking, 3-star, Lodgings, Vacation rentals, Beach

130 Bedrooms391 Guests
8.6

Fabulous

233 reviews

$405
Average price / night
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Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club
Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club
House
Shelter Island Heights, NY, 11965, United States
2.5k from Gardiner's Bay Country Club center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms6 Guests
9.6

Exceptional

7 reviews

$1001
Average price / night
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Sandpoint by Rove Travel Modern 5BR Family Home with Pool
Sandpoint by Rove Travel Modern 5BR Family Home with Pool
House
Shelter Island, NY, USA
5.3k from Gardiner's Bay Country Club center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom12 Guests
New to Booking
$1760
Average price / night
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Greenport Waterfront Cottage w/Private Beach
Greenport Waterfront Cottage w/Private Beach
Cottage
Greenport, NY, 11944, United States
2.5k from Gardiner's Bay Country Club center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$567
Average price / night
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BayFront Cottage
BayFront Cottage
Villa
Orient, NY, USA
5.3k from Gardiner's Bay Country Club center

Parking, Air Conditioner, Ocean View, View, Internet, Child Friendly

3 Bedrooms6 Guests
New to Booking
$306
Average price / night
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Casa Greenport
Casa Greenport
House
Greenport, NY, 11944, United States
2.7k from Gardiner's Bay Country Club center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms11 Guests
New to Booking
$1806
Average price / night
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The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Cottage
Greenport, NY, 11944, United States
2.8k from Gardiner's Bay Country Club center

AC, Barbecue, Crib, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$738
Average price / night
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Architect Designed Home in Waterfront Village
Architect Designed Home in Waterfront Village
House
Greenport, NY, 11944, United States
2.8k from Gardiner's Bay Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

44 reviews

$306
Average price / night
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House by the Bay with Large In-ground Pool, Steps from Beach
House by the Bay with Large In-ground Pool, Steps from Beach
House
East Marion, NY, 11939, United States
2.8k from Gardiner's Bay Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

27 reviews

$741
Average price / night
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Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!
Greenport Gem: Private Saltwater Pool, Awesome Basement, Walk to Everything!
House
Greenport, NY, 11944, United States
2.8k from Gardiner's Bay Country Club center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms8 Guests
9.8

Exceptional

12 reviews

$1119
Average price / night
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Shelter Island Retreat, 5 bdrms near everything!
Shelter Island Retreat, 5 bdrms near everything!
House
Shelter Island, NY, 11964, United States
2.8k from Gardiner's Bay Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$834
Average price / night
Check Availability
Exquisite Waterfront Townhome in Greenport with Pool and Boat Slip. Walk to all!
Exquisite Waterfront Townhome in Greenport with Pool and Boat Slip. Walk to all!
House
Greenport, NY, 11944, United States
2.8k from Gardiner's Bay Country Club center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$698
Average price / night
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Sterling Harbor, walking distance to the center: spacious studio for 4 people
Sterling Harbor, walking distance to the center: spacious studio for 4 people
Apartment
Greenport, NY, 11944, United States
3.0k from Gardiner's Bay Country Club center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Living Area, No Smoking

8.0

Good

1 reviews

$365
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Gardiner's Bay Country Club.

Where to stay in Gardiner's Bay Country Club? Best neighborhoods & areas

Gardiner's Bay Country Club Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 134 verified family-friendly vacation rentals in Gardiner's Bay Country Club. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Gardiner's Bay Country Club vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $118 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Gardiner's Bay Country Club offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Gardiner's Bay Country Club are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Gardiner's Bay Country Club often include amenities such as Child Friendly, Fireplace/Heating, and View. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.