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Cherry Grove Holiday Rentals

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50 rentals in Cherry Grove.
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Bayfront Fun! - 3 BR and 3 Ensuite Bath with Hot Tub!, holiday rental in Cherry Grove

Bayfront Fun! - 3 BR and 3 Ensuite Bath with Hot Tub!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Great house! 2 bdrm,1 bath with pool. Private.Great location to beach & harbor., holiday rental in Cherry Grove

Great house! 2 bdrm,1 bath with pool. Private.Great location to beach & harbor.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Steps from Beach with Central Air and Heated Pool, holiday rental in Cherry Grove

Steps from Beach with Central Air and Heated Pool

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Cherry Grove Oceanfront with Heated Pool, holiday rental in Cherry Grove

Cherry Grove Oceanfront with Heated Pool

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Summer 2019 Designer Pines poolhouse, heated pool, hot tub, holiday rental in Cherry Grove

Summer 2019 Designer Pines poolhouse, heated pool, hot tub

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fire Island Pines 2 bed/2.5 bath pool home with ocean views from all rooms, holiday rental in Cherry Grove

Fire Island Pines 2 bed/2.5 bath pool home with ocean views from all rooms

2 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Great 2 Bedroom Oceanfront House, holiday rental in Cherry Grove

Great 2 Bedroom Oceanfront House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Bay Side Studio, holiday rental in Cherry Grove

Stunning Bay Side Studio

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ocean Bay Park Fire Island, holiday rental in Cherry Grove

Ocean Bay Park Fire Island

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Book Now! Spacious Beach House, holiday rental in Cherry Grove

Book Now! Spacious Beach House

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Privately Owned Condo At The Seashore Condo-Hotel, holiday rental in Cherry Grove

Privately Owned Condo At The Seashore Condo-Hotel

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Lovely Home Ocean Bay Park, holiday rental in Cherry Grove

Lovely Home Ocean Bay Park

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Newly-remodeled home w/ a sun deck in a great location!, holiday rental in Cherry Grove

Newly-remodeled home w/ a sun deck in a great location!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Great Beach Get-A-Way! 4 Bedroom, 1.5 bath, holiday rental in Cherry Grove

Great Beach Get-A-Way! 4 Bedroom, 1.5 bath

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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3rd House From Ocean! Great Breeze And Views! Quietest Block In Town!, holiday rental in Cherry Grove

3rd House From Ocean! Great Breeze And Views! Quietest Block In Town!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Fully Renovated 5-star Rating Beach House in Seaview, Fire Island, holiday rental in Cherry Grove

Fully Renovated 5-star Rating Beach House in Seaview, Fire Island

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bay Views and Sunsets on Davis Park., holiday rental in Cherry Grove

Bay Views and Sunsets on Davis Park.

5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Oceanfront Home in Ocean Bay Park, holiday rental in Cherry Grove

Oceanfront Home in Ocean Bay Park

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Luxury Beachfront Home with Pool - Built In 2016, holiday rental in Cherry Grove

Luxury Beachfront Home with Pool - Built In 2016

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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2021 Ocean Bay Park Booking Now- Beautiful Family Home, holiday rental in Cherry Grove

2021 Ocean Bay Park Booking Now- Beautiful Family Home

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The Great Escape at a Great Location!, holiday rental in Cherry Grove

The Great Escape at a Great Location!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly apartment w/private deck & gas grill in the heart of Ocean Bay Park, holiday rental in Cherry Grove

Dog-friendly apartment w/private deck & gas grill in the heart of Ocean Bay Park

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Fabulous Fire Island Beach House, holiday rental in Cherry Grove

Fabulous Fire Island Beach House

5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Summer is coming!  Book now!  Steps from the ocean!, holiday rental in Cherry Grove

Summer is coming! Book now! Steps from the ocean!

6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Davis Park,  ***. -Bay views. Newly Renovated 4 bed/2 bath house w A/C, holiday rental in Cherry Grove

Davis Park, ***. -Bay views. Newly Renovated 4 bed/2 bath house w A/C

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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4 Bedroom Home Steps from the Ocean, holiday rental in Cherry Grove

4 Bedroom Home Steps from the Ocean

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Updated home w/ great location spacious living & outdoor features!, holiday rental in Cherry Grove

Updated home w/ great location spacious living & outdoor features!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spacious dog-friendly home w/ renovated kitchen & bathrooms, holiday rental in Cherry Grove

Spacious dog-friendly home w/ renovated kitchen & bathrooms

5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Fire Island Pines, beautiful home, great views & steps to beach! Book for 2020!, holiday rental in Cherry Grove

Fire Island Pines, beautiful home, great views & steps to beach! Book for 2020!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beachy apartment in the heart of Ocean Bay Park w/gas grill - dogs welcome!, holiday rental in Cherry Grove

Beachy apartment in the heart of Ocean Bay Park w/gas grill - dogs welcome!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Bright spacious duplex, great location w/ private hot tub!, holiday rental in Cherry Grove

Bright spacious duplex, great location w/ private hot tub!

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Newly built (‘18). Architect designed. Dramatic chef’s kitchen,  Mahogany decks, holiday rental in Cherry Grove

Newly built (‘18). Architect designed. Dramatic chef’s kitchen, Mahogany decks

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Bright, dog-friendly home near the beach w/adult and children bikes!, holiday rental in Cherry Grove

Bright, dog-friendly home near the beach w/adult and children bikes!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront, private beach on the Great South Bay with fantastic sunset views, holiday rental in Cherry Grove

Waterfront, private beach on the Great South Bay with fantastic sunset views

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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FireIslandGetaway! 100 Yds to Beach! Weekly/Monthly/Weekend Rentals - See Below, holiday rental in Cherry Grove

FireIslandGetaway! 100 Yds to Beach! Weekly/Monthly/Weekend Rentals - See Below

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New pool/hot tub in a tranquil outdoor area w/ amazing master suite, holiday rental in Cherry Grove

New pool/hot tub in a tranquil outdoor area w/ amazing master suite

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Bay Front Home with Water Views and Stunning Sunsets, holiday rental in Cherry Grove

Gorgeous Bay Front Home with Water Views and Stunning Sunsets

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Dog-friendly apartment in Ocean Bay Park - walk to the beach/entertainment!, holiday rental in Cherry Grove

Dog-friendly apartment in Ocean Bay Park - walk to the beach/entertainment!

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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FireIslandGetaway - FAMILY-FRIENDLY! Weeks/Midweeks/Weekends 100 yards to Beach!, holiday rental in Cherry Grove

FireIslandGetaway - FAMILY-FRIENDLY! Weeks/Midweeks/Weekends 100 yards to Beach!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront Luxury Retreat, holiday rental in Cherry Grove

Oceanfront Luxury Retreat

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Central home w/decks and gas grills in the heart of Ocean Bay Park - Dogs ok!, holiday rental in Cherry Grove

Central home w/decks and gas grills in the heart of Ocean Bay Park - Dogs ok!

4 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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MAROONED!  Steps to the beach.  Fabulous ocean views., holiday rental in Cherry Grove

MAROONED! Steps to the beach. Fabulous ocean views.

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Fire Island Rental - Seaview w/ swim spa, holiday rental in Cherry Grove

Beautiful Fire Island Rental - Seaview w/ swim spa

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Salt water built in POOL!!! booking 2021, holiday rental in Cherry Grove

Salt water built in POOL!!! booking 2021

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Ocean Bay Park Family Rental, holiday rental in Cherry Grove

Beautiful Ocean Bay Park Family Rental

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Treetop beach house with amazing views, holiday rental in Cherry Grove

Treetop beach house with amazing views

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Davis Park Charming HIATUS Beach House, holiday rental in Cherry Grove

Davis Park Charming HIATUS Beach House

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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New listing! Designer home one minute from beach w/bike use and full kitchen!, holiday rental in Cherry Grove

New listing! Designer home one minute from beach w/bike use and full kitchen!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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4 bdrm bayfront house on large private beach. AC.  Great view and location., holiday rental in Cherry Grove

4 bdrm bayfront house on large private beach. AC. Great view and location.

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Fire Island Studio w/ Deck, Walk to the Beach, holiday rental in Cherry Grove

Cozy Fire Island Studio w/ Deck, Walk to the Beach

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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