Cherry Grove Rentals

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44 Houses

(1) Excellent 

23

Cherry Grove Oceanfront with Heated Pool

Fire Island / Cherry Grove

Cherry Grove house

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

Price per night from

$501

Price per night from

$501

23

Great 2 Bedroom Oceanfront House

Fire Island / Cherry Grove

Cherry Grove house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children

Price per night from

$402

Price per night from

$402

Great rentals within 20 miles that match your search

Distance approx 7.29 km from Cherry Grove

27

"Above the Bay" - Suite-Bedrm ,Den,Bath & Kitchen

Long Island / East Patchogue

East Patchogue apartment

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Air conditioning
  • Private garden

Price per night from

$145

Price per night from

$145

Distance approx 17.44 km from Cherry Grove

31

Rent entire house with 6 bedrooms

Long Island / West Babylon

West Babylon house

6 14 1 night min

  • 6 bedrooms
  • sleeps 14
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$149

Responds fast!
avg. 1 hour 7 minutes

Price per night from

$149

Distance approx 4.97 km from Cherry Grove

19

Charming Bay View Cottage

Fire Island / Ocean Beach

Ocean Beach cottage

2 5 6 nights min

  • 2 bedrooms
  • sleeps 5
  • 6 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$426

Price per night from

$426

Distance approx 6.09 km from Cherry Grove

24

Fire Island Home Across the Street from the Beach!

Long Island / Fire Island

Fire Island house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$450

Responds fast!
avg. 10 minutes

Price per night from

$450

Distance approx 3.83 km from Cherry Grove

24

NEW! Cozy Fire Island Studio - Steps to the Beach!

Fire Island / Ocean Beach

Ocean Beach studio

Studio 2 min stay varies

  • Studio
  • sleeps 2
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$115

Responds fast!
avg. 10 minutes

Price per night from

$115

Distance approx 12.49 km from Cherry Grove

21

Perfect summer haven, ten minutes walk to village

Long Island / Bellport

Bellport house

3 10 4 nights min

  • 3 bedrooms
  • sleeps 10
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$401

Price per night from

$401

Distance approx 12.06 km from Cherry Grove

51

Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge

Long Island / Brookhaven

Brookhaven house

5 15 3 nights min

  • 5 bedrooms
  • sleeps 15
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$496

Responds fast!
avg. 1 hour 46 minutes

Price per night from

$496

Distance approx 19.78 km from Cherry Grove

25

Beach Bungalow on Dune Road in Westhampton

Hamptons / Westhampton Beach

Westhampton Beach house

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$550

Price per night from

$550

Distance approx 3.96 km from Cherry Grove

13

Oceanfront Luxury Retreat

Fire Island / Ocean Bay Park

Ocean Bay Park house

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly

Price per night from

$2,003

Responds fast!
avg. 3 hours 31 minutes

Price per night from

$2,003

Distance approx 14.52 km from Cherry Grove

(1) Excellent 

20

Beautiful Relaxing Sun Room

Long Island / West Babylon

West Babylon house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min

Price per night from

$80

Price per night from

$80

Distance approx 16.84 km from Cherry Grove

(1) Excellent 

9

Central Location to Long Island Attractions

Long Island / Coram

Coram house

2 4 4 nights min

  • 2 bedrooms
  • sleeps 4
  • 4 nights min
  • Air conditioning
  • Private garden

Price per night from

$126

Price per night from

$126

Distance approx 19.37 km from Cherry Grove

34

Waterfront Westhampton House w/Private Pool & Dock

Hamptons / Westhampton Beach

Westhampton Beach house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,002

Responds fast!
avg. 24 minutes

Price per night from

$1,002

Distance approx 6.51 km from Cherry Grove

(1) Very Good 

16

Fair Harbor, Fire Island,NY 3 brdrooms plus an open loft. paradise near the bay

Fire Island / Fair Harbor

Fair Harbor house

4 7 3 nights min

  • 4 bedrooms
  • sleeps 7
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.16 mi
  • Child Friendly

Price per night from

$751

Price per night from

$751

Distance approx 5.08 km from Cherry Grove

8

Summer 2019 - steps from the ocean

Fire Island / Ocean Beach

Ocean Beach house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Pet Friendly

Price per night from

$576

Price per night from

$576

Distance approx 4.94 km from Cherry Grove

(3) Average 

33

Blue Parrot 3 Bedroom, 1 bath, large deck, wi-fi, sat TV, d/w, microwave

Fire Island / Ocean Beach

Ocean Beach apartment

3 8 3 nights min

  • 3 bedrooms
  • sleeps 8
  • 3 nights min
  • Nearest beach 0.2 mi
  • Child Friendly
  • Car not necessary

Price per night from

$301

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$301

Distance approx 9.24 km from Cherry Grove

24

Modern Islip Apt near Main St! & Fire Island Ferry

Long Island / Islip

Islip apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$156

Responds fast!
avg. 17 minutes

Price per night from

$156

Distance approx 7.42 km from Cherry Grove

(7) Excellent 

25

Adorable home with Large PRIVATE deck- Fire Island

Fire Island / Kismet

Kismet house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.16 mi
  • Child Friendly

Price per night from

$501

Responds fast!
avg. 3 hours 37 minutes

Price per night from

$501

Distance approx 19.51 km from Cherry Grove

29

Westhampton Dunes Home w/Ocean View & Beach Access

Hamptons / Remsenburg

Remsenburg house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$615

Responds fast!
avg. 10 minutes

Price per night from

$615

Distance approx 7.46 km from Cherry Grove

5

Fire Island - Kismet, Steps from the Ocean

Fire Island / Kismet

Kismet apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$251

Price per night from

$251

Distance approx 5.34 km from Cherry Grove

(1) Very Good 

24

Fire Island Home-Deck, Grill & Stunning Bay Views!

Long Island / Fire Island

Fire Island house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$501

Responds fast!
avg. 10 minutes

Price per night from

$501

Distance approx 16.69 km from Cherry Grove

4

Beautiful 2 bedroom apartment very cozy and comfortable with unlimited parking..

Long Island / Middle Island

Middle Island apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$161

Price per night from

$161

Distance approx 9.24 km from Cherry Grove

25

Charming Islip Apt - Minutes to Main St & Ferry!

Long Island / Islip

Islip apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$151

Responds fast!
avg. 27 minutes

Price per night from

$151

Distance approx 9.71 km from Cherry Grove

6

Cheaper Than a Hotel! Spacious Guest Suite in Medford, Long Island

Long Island / Medford

Medford room

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$91

Price per night from

$91

Distance approx 4.61 km from Cherry Grove

14

Charming Fire Island House (Seaview) - Private Deck - Family Friendly

Long Island / Fire Island

Fire Island house

3 8 6 nights min

  • 3 bedrooms
  • sleeps 8
  • 6 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$751

Price per night from

$751

Distance approx 9.24 km from Cherry Grove

24

Islip Apartment Near Beach And Fire Island Ferry!

Long Island / Islip

Islip apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$150

Responds fast!
avg. 10 minutes

Price per night from

$150

Distance approx 9.24 km from Cherry Grove

26

NEW! Islip Condo Near Main St & Fire Island Ferry!

Long Island / Islip

Islip apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$165

Responds fast!
avg. 10 minutes

Price per night from

$165

Distance approx 4.66 km from Cherry Grove

12

Fire island beach house

Fire Island / Ocean Beach

Ocean Beach house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$788

Price per night from

$788

Distance approx 19.26 km from Cherry Grove

20

Moriches house- minutes to Hamptons, Riverhead or Jones Beach

Long Island / East Moriches

East Moriches house

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Nearest beach 10 mi
  • Child Friendly
  • Air conditioning

Price per night from

$242

Price per night from

$242

Distance approx 9.47 km from Cherry Grove

24

NEW! Charming 2BR Bellport Cottage - 5 Min to Bay!

Long Island / Bellport

Bellport cottage

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Pet Friendly

Price per night from

$176

Responds fast!
avg. 10 minutes

Price per night from

$176

Distance approx 4.06 km from Cherry Grove

9

Sunny Ocean Bay Park (Fire Island) Beach Apartment - Short walk to beach.

Fire Island / Ocean Bay Park

Ocean Bay Park apartment

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Child Friendly

Price per night from

$576

Price per night from

$576

Distance approx 16.81 km from Cherry Grove

37

Sandy Toes - A 2 bed/1 bath private therapeutic pool home & pet friendly!

Long Island / Copiague

Copiague apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$130

Price per night from

$130

Distance approx 4.82 km from Cherry Grove

19

COOL SUMMER BEACH HOUSE

Fire Island / Ocean Beach

Ocean Beach house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$800

Price per night from

$800

Distance approx 6.06 km from Cherry Grove

21

Fire Island Cottage-3Bed2Bath

Fire Island / Fair Harbor

Fair Harbor cottage

3 6 6 nights min

  • 3 bedrooms
  • sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 mi
  • Child Friendly

Price per night from

$851

Price per night from

$851

Distance approx 6.05 km from Cherry Grove

14

Fire Island New York - 3 Bed

Long Island / Fire Island

Fire Island cottage

3 6 30 nights min

  • 3 bedrooms
  • sleeps 6
  • 30 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary

Price per night from

$658

Price per night from

$658

Distance approx 11.75 km from Cherry Grove

35

Nelly home

Long Island / Mastic Beach

Mastic Beach house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$300

Price per night from

$300

Distance approx 13.1 km from Cherry Grove

7

Studio + Your Own Bar & FREE Splish Splash Tickets

Long Island / Brentwood

Brentwood studio

Studio 2 1 night min

  • Studio
  • sleeps 2
  • 1 night min

Price per night from

$99

Price per night from

$99