
Places to stay near Orient Beach
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Top-rated holiday rentals near Orient Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Silver House: 3BR Home with Private Beach Access
Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

Updated apartment in historic village home
Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Walk-To-The-Beach House In The Dunes
(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

The Greenport Bungalow
Sweet Modern Bungalow Walking Distance to Town Located in the historic town of Greenport Village - 8 min walk to the beach, center of town, Shelter Island Ferry and LIRR... A newly built sun filled 3 bedroom house with all the amenities you would need when renting a home. Enjoy the large and fenced in back yard after a fun day in this historic Long Island fishing village. Great restaurants, and even better locally produced wine and beer!

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

Light-filled Sag Harbor village gem
Midcentury style in the heart of Sag Harbor Historic district. Soaring 20-foot floor-to-ceiling windows and skylights throughout offer the ideal indoor-outdoor experience for enjoying all seasons. Featured in Home & Garden, the house is situated on sprawling grounds, one of the largest lots in Sag Harbor. In the winter, enjoy the Scandinavian sauna and lounge in front of the fireplace. Gunite pool open May 25 to Sept 3.

Luxury Tiny Home Near Rocky Neck
Home away from home at our chic hideaway! Create a culinary masterpiece in the fully-appointed kitchen. Pamper yourself with heated floors in the bathroom, outdoor fire pit and heater. An elevated platform perfect for camping or yoga. Nestled just minutes from the picturesque Rocky Neck and McCooks beach, this is the ultimate small family romantic retreat or solo experience!

Dream Home with a wonderful heated pool in SH
Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Modern Farmhouse with Hot Tub in Old Lyme, CT
Originally built in 1856 this farmhouse has been lovingly restored with stylish and modern amenities for a perfect vacation getaway. Nestled in the heart of downtown, historic Old Lyme the property is convenient to shops, restaurants and local shoreline activities including water sports and hiking.

4 BD w/ Heated Pool in E Hampton, Fully Furnished
Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.
Popular amenities for holiday rentals near Orient Beach
Apartment rentals with wifi

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Beautiful condo on Long Islands Northfork

Montauk Waterfront Condo w/ Sunset Views

Waterfront Elevated Bungalow - Spectacular Views

Beautiful Waterview Condo on the North Fork of LI

Waterfront Autumn Escape in Wine Country: 2BR

Beachside Waterview 2Br Condo w/ Pool in Greenport

Freeboard at Soundview · Beach+Ocean+Sunrise
Family-friendly house rentals

Family-Friendly Cottage by The Shore

3 BR/Pool. Walk to Beach & Town!

Greenport Village walking distance to all

Waterfront NoFo Cottage w/ public beach access

Nofo Bungalow-In The Heart of Greenport Village

FREE Private Indoor Heated Pool - Mystic Home

Salty Breeze - Waterfront Cottage on the Cove

Beachfront Paradise
Apartment rentals with air conditioning

Duffy's on Lake Montauk

Mystical Ocean View in Historic Stonington Borough

The Whaler’s Loft · Ocean Beach, Mystic & USCGA

Ocean View Studio with King Bed

Upscale Newly Constructed Apartment

Lovely 2-bedroom apartment in a historic home

Private 1st flr apt w/ patio 3 blocks from beach

Downtown Branford Retreat - Quiet yet Central Apt
Other great holiday rentals near Orient Beach

River Barn, Sidewalk Stroll into Essex Village

Artists Sag Harbor Village Retreat

The Hideaway | Clearwater Beach

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

Luxe| Pool | GOLF Sim|HotTub|Movie|Arcade|firepit

Spacious East Hampton Getaway with Pool

Your Nest Near The Beach

Large heated pool, games room, near private beach
Destinations to explore
- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Point Judith Country Club
- Ocean Beach Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Napeague Beach
- Amagansett Beach
- Wildemere Beach
- Sandy Beach
- Seaside Beach
- Ninigret Beach
- Outer Beach at Smith Point County Park
- Clinton Beach




