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Riverhead Holiday Rentals

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49 rentals in Riverhead.
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Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining., holiday rental in Riverhead

Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining.

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Waterfront Cottage 4, holiday rental in Riverhead

Waterfront Cottage 4

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Cottage 6, holiday rental in Riverhead

Waterfront Cottage 6

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Premier Waterfront Cottage 3, holiday rental in Riverhead

Premier Waterfront Cottage 3

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Premier Waterfront Cottage 1, holiday rental in Riverhead

Premier Waterfront Cottage 1

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Premier Waterfront Cottage 2, holiday rental in Riverhead

Premier Waterfront Cottage 2

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affordable East End home for beaches, golf, boating, wineries, antiquing, dining, holiday rental in Riverhead

Affordable East End home for beaches, golf, boating, wineries, antiquing, dining

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Family Getaway Vacation Home In Wine Country, holiday rental in Riverhead

Family Getaway Vacation Home In Wine Country

5 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps
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North Jamesport Sound front beach house, holiday rental in Riverhead

North Jamesport Sound front beach house

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Waterfront Shared Guest House Suite 2, holiday rental in Riverhead

Waterfront Shared Guest House Suite 2

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Northfork meets midcentury country experience, holiday rental in Riverhead

Northfork meets midcentury country experience

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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4BR Cozy Country beach House with Amazing Views on the Beach, holiday rental in Riverhead

4BR Cozy Country beach House with Amazing Views on the Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Large 4BR North Fork Home  heated Saltwater Pool Vineyards Farm Stands, holiday rental in Riverhead

Large 4BR North Fork Home heated Saltwater Pool Vineyards Farm Stands

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW HOUSE, 6Bd, 5bth, 4200sqft, Heated Pool OPEN, Traffic Free, Gigabit Internet, holiday rental in Riverhead

NEW HOUSE, 6Bd, 5bth, 4200sqft, Heated Pool OPEN, Traffic Free, Gigabit Internet

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront hidden gem with dock, holiday rental in Riverhead

Waterfront hidden gem with dock

3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Escape the city! • Spectacular Beachfront Contemporary • Winter Rental: $7500/mo, holiday rental in Riverhead

Escape the city! • Spectacular Beachfront Contemporary • Winter Rental: $7500/mo

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Hamptons Vacation Home With Heated Pool, Hot Tub & Brand New Tennis Court, holiday rental in Riverhead

Luxury Hamptons Vacation Home With Heated Pool, Hot Tub & Brand New Tennis Court

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards, holiday rental in Riverhead

Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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New, luxury, open floor plan, pristine home centrally located with ALL amenities, holiday rental in Riverhead

New, luxury, open floor plan, pristine home centrally located with ALL amenities

4 bedrooms
6 bathrooms
Sleeps 9
Match: Sleeps
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Best kept secret in South Jamesport, holiday rental in Riverhead

Best kept secret in South Jamesport

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Hamptons Escape, holiday rental in Riverhead

Luxury Hamptons Escape

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Newly Renovated and Private Hamptons Home, holiday rental in Riverhead

Newly Renovated and Private Hamptons Home

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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On Jamesport Vineyard, Enjoy a Glass of Wine and Jazz in the Vines, holiday rental in Riverhead

On Jamesport Vineyard, Enjoy a Glass of Wine and Jazz in the Vines

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quaint Seaside Retreat With Full Gym, holiday rental in Riverhead

Quaint Seaside Retreat With Full Gym

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Stunning location  on 2 acre bayfront  in Jamesport, holiday rental in Riverhead

Stunning location on 2 acre bayfront in Jamesport

4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Cottage with a Modern European Edge, holiday rental in Riverhead

Cottage with a Modern European Edge

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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5 bedroom/5 bath large secluded property on over an acre, holiday rental in Riverhead

5 bedroom/5 bath large secluded property on over an acre

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Hamptons Quogue Village 4BR Modernist Retre, holiday rental in Riverhead

Luxury Hamptons Quogue Village 4BR Modernist Retre

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Hamptons Vacation Home w/NEW Pool, Tennis Court, Hot Tub, holiday rental in Riverhead

Luxury Hamptons Vacation Home w/NEW Pool, Tennis Court, Hot Tub

6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Newly Furnished - Spacious 4BR Westhampton Beach home on quiet cul-de-sac, holiday rental in Riverhead

Newly Furnished - Spacious 4BR Westhampton Beach home on quiet cul-de-sac

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Peconic Bay Private Beachfront Escape, holiday rental in Riverhead

Peconic Bay Private Beachfront Escape

5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Cozy Cottage Steps from Private Beach, holiday rental in Riverhead

Cozy Cottage Steps from Private Beach

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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150 ft to Private Beach, Nature Sanctuary Peconic Bay, holiday rental in Riverhead

150 ft to Private Beach, Nature Sanctuary Peconic Bay

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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East End Retreat - Steps to the beach! - Northfork - Monthly Rentals Available!, holiday rental in Riverhead

East End Retreat - Steps to the beach! - Northfork - Monthly Rentals Available!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Hampton Home, holiday rental in Riverhead

Charming Hampton Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Romantic Luxury Winery Apartment, holiday rental in Riverhead

Romantic Luxury Winery Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy North Shore Beach  House * Wine Country, holiday rental in Riverhead

Cozy North Shore Beach House * Wine Country

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Charming Cottage on Quiet Street, 2.5 Miles from the Beach, holiday rental in Riverhead

Charming Cottage on Quiet Street, 2.5 Miles from the Beach

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful, Renovated Private Beach House, One Block from Bay, holiday rental in Riverhead

Beautiful, Renovated Private Beach House, One Block from Bay

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bay view beach house in North Fork Wine County, holiday rental in Riverhead

Bay view beach house in North Fork Wine County

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3BR Hampton home close to Town  Westhampton Beach!, holiday rental in Riverhead

3BR Hampton home close to Town Westhampton Beach!

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Sun Set beach house amazing views secluded Your own Cottage by the Beach!, holiday rental in Riverhead

Sun Set beach house amazing views secluded Your own Cottage by the Beach!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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This beach house has amazing views secluded steps to the beach!, holiday rental in Riverhead

This beach house has amazing views secluded steps to the beach!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Riverhead Farm House, holiday rental in Riverhead

Riverhead Farm House

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Cottage with private beach access, holiday rental in Riverhead

Cozy Cottage with private beach access

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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3BR Sea Breeze fireplace Jacuzzi walk to beach vineyards farmstands 1min, holiday rental in Riverhead

3BR Sea Breeze fireplace Jacuzzi walk to beach vineyards farmstands 1min

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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4BR North Fork Oasis by the Sea Heated Pool Hot tub steps to beach Available!, holiday rental in Riverhead

4BR North Fork Oasis by the Sea Heated Pool Hot tub steps to beach Available!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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4 Bedroom Vintage Beach House, breathtaking panoramic views!, holiday rental in Riverhead

4 Bedroom Vintage Beach House, breathtaking panoramic views!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Affordable Cozy cottage on the North Fork walk to beach, holiday rental in Riverhead

Affordable Cozy cottage on the North Fork walk to beach

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Hello, holiday rental in Riverhead

Hello

5 bedrooms
4 bathrooms
Sleeps 1
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