Vacation Rentals in Off the Rocker, NY: Compare 10+ Sites & Save

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  6.  Off the Rocker

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876 Best Vacation Rentals in Off the Rocker (Starting from $270)

queeen room
queeen room
House
Off the Rocker, Sag Harbor, New York, USA
0.7k from Off the Rocker center

Internet, Oceanfront, Balcony/Terrace, View, Ocean View, Air Conditioner, Private Beach

1 Bedroom3 Guests
9.0

Fabulous

1 reviews

$270
Average price / night
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Historic Sag Harbor Village Gem
Historic Sag Harbor Village Gem
Apartment
Sag Harbor, NY, 11963, United States
0.2k from Off the Rocker center

AC, Free Parking, Heater, Internet, Microwave, No Smoking

1 Bedroom2 Guests
10.0

Exceptional

90 reviews

$599
Average price / night
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Heated Pool, Grill, Breakwater by RoveTravel
Heated Pool, Grill, Breakwater by RoveTravel
House
Off the Rocker, Sag Harbor, New York, USA
0.7k from Off the Rocker center

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

3 Bedrooms6 Guests
New to Booking
$3014
Average price / night
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Sag Harbor Historic Village Home w/ Pool; 2 min walk to the heart of the Village
Sag Harbor Historic Village Home w/ Pool; 2 min walk to the heart of the Village
House
Sag Harbor, NY, 11963, United States
0.2k from Off the Rocker center

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

3 Bedrooms6 Guests
10.0

Exceptional

19 reviews

$1435
Average price / night
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Villa Kimaal - Luxury with pool
Villa Kimaal - Luxury with pool
Villa
Sag Harbor, NY, USA
1.5k from Off the Rocker center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

5 Bedrooms8 Guests
New to Booking
$5693
Average price / night
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The Cooper-Burke House
The Cooper-Burke House
House
Sag Harbor, NY, 11963, United States
0.2k from Off the Rocker center

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

1 Bedroom4 Guests
10.0

Exceptional

30 reviews

$430
Average price / night
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Coves Bay Beauty
Coves Bay Beauty
House
Sag Harbor, NY, USA
1.8k from Off the Rocker center

Laundry, Wheelchair Accessible, Pool, Parking, Internet, Child Friendly

5 Bedrooms10 Guests
New to Booking
$3853
Average price / night
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Charming Sag Harbor Apartment. Two blocks from Main and Bay Streets.
Charming Sag Harbor Apartment. Two blocks from Main and Bay Streets.
Apartment
Sag Harbor, NY, 11963, United States
0.3k from Off the Rocker center

AC, Balcony, Dryer, Heater, Internet, Kitchen, Laundry, No Smoking, Patio

1 Bedroom2 Guests
New to Booking
$1114
Average price / night
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Villa KeyLime
Villa KeyLime
Villa
Sag Harbor, NY, USA
2.0k from Off the Rocker center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach

5 Bedrooms9 Guests
New to Booking
$1241
Average price / night
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Charming 4-bedroom house in Sag Harbor
Charming 4-bedroom house in Sag Harbor
House
Sag Harbor, NY, 11963, United States
0.3k from Off the Rocker center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
New to Booking
$2710
Average price / night
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Villa Guldan - Luxury with pool
Villa Guldan - Luxury with pool
Villa
Wainscott, NY, USA
2.5k from Off the Rocker center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

7 Bedrooms17 Guests
New to Booking
$2693
Average price / night
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Sag Harbor Village\nPrivate, 2-bedroom 60's ranch, 5 minute walk to Main Street
Sag Harbor Village\nPrivate, 2-bedroom 60's ranch, 5 minute walk to Main Street
House
Sag Harbor, NY, 11963, United States
0.4k from Off the Rocker center

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

2 Bedrooms4 Guests
9.4

Superb

21 reviews

$551
Average price / night
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Cowgirl Palace
Cowgirl Palace
House
Sag Harbor, NY, USA
2.8k from Off the Rocker center

Accommodations, Pools, Parking, Homestays, Lodgings, Vacation rentals, Jacuzzis, Places to stay, Family

6 Bedrooms18 Guests
5.9

Review score

19 reviews

$950
Average price / night
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Sag Harbor 2BR Townhome w/Patio, Smart Home & Boat Slip
Sag Harbor 2BR Townhome w/Patio, Smart Home & Boat Slip
House
Sag Harbor, NY, 11963, United States
0.4k from Off the Rocker center

Dryer, Heater, Internet, Laundry, No Smoking, Washer

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$1265
Average price / night
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Heated Pool, Hot tub, Beachwood Cove by RoveTravel
Heated Pool, Hot tub, Beachwood Cove by RoveTravel
House
Off the Rocker, Sag Harbor, New York, USA
3.5k from Off the Rocker center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom6 Guests
New to Booking
$805
Average price / night
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Cozy Historical Sag Harbor Village Home - 5 min walk to town, working fireplaces
Cozy Historical Sag Harbor Village Home - 5 min walk to town, working fireplaces
House
Sag Harbor, NY, 11963, United States
0.4k from Off the Rocker center

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

4 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$3358
Average price / night
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Villa Charlotte - Elegant 7 Bedroom
Villa Charlotte - Elegant 7 Bedroom
Villa
Off the Rocker, Sag Harbor, New York, USA
4.0k from Off the Rocker center

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

7 Bedrooms14 Guests
New to Booking
$2500
Average price / night
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Luxury 1BR Townhouse in Sag Harbor • Walk to Dining & Waterfront
Luxury 1BR Townhouse in Sag Harbor • Walk to Dining & Waterfront
House
Sag Harbor, NY, 11963, United States
0.4k from Off the Rocker center

AC, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms5 Guests
New to Booking
$595
Average price / night
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Villa Azeeka - Luxury with pool
Villa Azeeka - Luxury with pool
Villa
Off the Rocker, Sag Harbor, New York, USA
4.5k from Off the Rocker center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals

7 Bedrooms14 Guests
New to Booking
$2291
Average price / night
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A Happy House in the Village
A Happy House in the Village
House
Sag Harbor, NY, 11963, United States
0.5k from Off the Rocker center

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

3 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$1270
Average price / night
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Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
House
Sag Harbor, NY, 11963, United States
0.5k from Off the Rocker center

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

6 Bedrooms14 Guests
10.0

Exceptional

11 reviews

$3237
Average price / night
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Beautifully renovated historic home in Sag Harbor Village.  Walk to Everything.
Beautifully renovated historic home in Sag Harbor Village. Walk to Everything.
House
Sag Harbor, NY, 11963, United States
0.5k from Off the Rocker center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$1628
Average price / night
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SAG VILLAGE RENTAL WITH HEATED POOL - SECONDS WALK TO TOWN, MARINA &HAVENS BEACH
SAG VILLAGE RENTAL WITH HEATED POOL - SECONDS WALK TO TOWN, MARINA &HAVENS BEACH
House
Sag Harbor, NY, 11963, United States
0.6k from Off the Rocker center

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

4 Bedrooms6 Guests
New to Booking
$1770
Average price / night
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Remodeled historic Greek Revival house in heart of Sag Harbor.
Remodeled historic Greek Revival house in heart of Sag Harbor.
Cottage
Sag Harbor, NY, 11963, United States
0.6k from Off the Rocker center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms5 Guests
8.8

Fabulous

6 reviews

$875
Average price / night
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Beautifully Designed Sag Harbor Home with Private Pool, Close to Town and...
Beautifully Designed Sag Harbor Home with Private Pool, Close to Town and...
House
Sag Harbor, NY, 11963, United States
0.7k from Off the Rocker center

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

3 Bedrooms6 Guests
New to Booking
$2753
Average price / night
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 fantastic 2-bedroom apartment deck and water view in walk to village Sag Harbor
fantastic 2-bedroom apartment deck and water view in walk to village Sag Harbor
Apartment
Sag Harbor, NY, 11963, United States
0.7k from Off the Rocker center

2 Bedrooms4 Guests
New to Booking
$581
Average price / night
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Whaling Captain Pierson's Apartment
Whaling Captain Pierson's Apartment
Apartment
Sag Harbor, NY, 11963, United States
0.7k from Off the Rocker center

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

1 Bedroom4 Guests
9.8

Exceptional

72 reviews

$351
Average price / night
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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 Vacation Rentals in Off the Rocker.

Where to stay in Off the Rocker? Best neighborhoods & areas

Off the Rocker Vacation Rentals on the Map

Frequently Asked Questions

You can explore 876 verified vacation rentals in Off the Rocker. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Off the Rocker vary depending on the season, property size, and location. Rates typically start from around $270 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Off the Rocker include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Off the Rocker welcome pets. Currently, 30 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Off the Rocker often include amenities such as View, Internet, and Fireplace/Heating. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.