
Guesthouse holiday rentals near Beach
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Top-rated guesthouse rentals near Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful 2 bdrm cottage on NoFo
Our "Little Piece of Heaven" on the North Fork of L. I. Located on a large Creek with fantastic sunsets! Enjoy the peaceful nature watching Egrets, blue & green Herons, Cormorants and Osprey diving into the water & retrieving a fish almost every time? It's mesmerizing! Centrally located between Riverhead (Water Park) and Orient Point, where a ferry can take you to Conn. (if you like Casinos). Farm stands galore, beautiful clean private beach (walking distance) & incredible restaurants nearby!

Detached bungalow w/ private bath
Cozy, simple living, in separate guest house w/ use of amenities (shared with our family of 4) including sauna & hot tub. The bungalow/guesthouse features a Queen bed, its own private bathroom (shower), small kitchenette (countertop oven, Keurig coffee maker & small fridge) and loveseat for relaxing. There is a dedicated separate outdoor seating area for 2 guests. 2 Adult guests ONLY, no children due to size of guesthouse and proximity to the pool. Please NO pets allowed since owners have pets

WELCOME TO THE LOVE SHACK BY THE SEA
Escape the city, work in nature! Totally private cottage with garden views , central air and heated floors. 1 mile from pristine beaches and center of town, LIRR, Hampton Jitney, 3 large grocery stores, Starbucks, organic market, shopping & restaurants. King bed, cable TV, refrigerator w/ice, microwave, outdoor grill, private yard, Perfect for couples, solo, 1-2 small kids. We welcome small dogs for a $100 fee. Please message us with the size and type. Working couple/owners in main house.

The Easy Stay Southampton
You will be close to everything when you stay at this centrally-located place very quiet , very romantic also for a nice getaway weekend , feel free to enjoy this cozy place Are you looking for comfort, style and good location in Southampton? Discover The Easy Stay: your ideal space to relax, work or explore the city. Perfect for travelers, couples, students or passing professionals. •Modern studio •Easy check-in •Quiet area •Amazing pool •Just minutes from the center and the statio

The Quail’s Nest
A beautifully landscaped tranquil oasis. Newly constructed private two bedroom, one bathroom guest extension to owner occupied house. Guests share large yard and pool with owner, and have private deck and seating area. Private entry and parking. Guest's may enjoy outdoor shower and BBQ. Please note there is no kitchen, however a small fridge, Keurig coffeemaker and microwave, plates/utensils are provided. Conveniently located to beaches, shopping and local restaurants in East Hampton.

Peaceful cottage
Take a break and unwind at this quiet, peaceful retreat! This 3 level cottage includes lower level garage parking for one car and laundry. The main level holds a full kitchen, spacious living room, and half bath. The second floor bedroom has an en-suite bathroom. Situated beside the main house, on 2.5 acres surrounded by forest, with easy access to trails. Close to ocean and bay beaches, midway between East Hampton and Sag Harbor. Perfect for a couple with an appreciation for nature!

Charming & Bright Pool Cottage
Take a deep breath when you enter this very bright, well appointed pool cottage. Lush backyard with the main residence and use of the salt water, unheated pool and outdoor shower. Property is on a tree lined street that ends at the bay. A 5 minute walk to the quaint village of East Quogue. Want to hit the fabulous Hampton beaches, they are a 10 minute drive away. Closest downtown Hamptons are Hampton Bays (5 min), Westhampton (our favorite ...10 min) and Southampton (15 min).

North Country Cottage
Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.
Tiny Home in Prime Spot in Southampton Village
Located in the heart of Southampton Village, this intimate cottage is the perfect getaway! Nestled in an accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station or to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, golf, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.

Enchanting studio cottage, walk everywhere
Film Festival Special Discount Romantic cottage, two blocks from EH Village Center! You can walk or take provided bikes anywhere. Ocean beach .7 miles away. Guest house at the back of the main property-separate structure. Fully equipt with kitchenette, full bath, TV, internet, AC etc. Queen sleeper sofa. Stained glass windows throughout for privacy and beautiful gardens There is a shared pool. Beach stuff available. Small or medium dogs considered.

Bayfront 1BR/2BR detached guesthouse with pool
Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!

1 Bedroom Hamptons Waterfront Cottage Rental
This 1 Bedroom 500 sq ft. Cottage is situated on 1.6 Scenic Waterfront Acres on a Compound in Hampton Bays, NY. This cottage is one of three and part of a multiple-residence property. The cottage has a private entrance and private deck with BBQ, kitchen, and living area. We have a Queen Bed with hotel linens in the Bedroom.
Popular amenities for guesthouse rentals near Beach
Family-Friendly guesthouses

The Hide-A-Way

Petite Central Cottage

Beautiful Airy Barn in Springs

Studio located in the Heart of the Hamptons

Hampton’s Stay

Guest House! US Open -Sag Harbor Walk to Bay Beach

Wave Crest Oceanfront Cottage.

Harbor view w/ Peace & Privacy
Guesthouses with a patio

Nice Charming Guest House .

Quaint One-Bedroom Cottage with Private Entry

Spacious cottage

Private Waterfront Cottage

Waterfront Cottage in the Hamptons

Hill Coast Cottage: Freshly Renovated

Cozy guesthouse in Greenport

Private Retreat in a Pristine Studio
Guest house rentals with a washing machine and dryer

Private Luxe Cottage at Gates of Wine Country

3 Bedroom Guest House in Southampton

Shinnecock Waterfront cottage on beach

Stylish Studio Suite on Shelter Island

Retro Mid-Century Cottage 1/2 mile to CPI

A cozy bungalow in Southampton.

2 Bedroom Hamptons Waterfront Cottage Rental

Southampton Village - Escape to Tranquility
Other guest house holiday rentals

Cozy Home

Romantic studio cottage; Walk to town

Charming Guest House Southampton, 2 Beds 3.4 acres

Southampton Guest House

One Bedroom Hamptons Waterfront Cottage

Sleek and Chic cottage/Pool House

Charming Westhampton SandDollar Cottage. AC.

The King’s Rose Studio
Destinations to explore
- Yale University
- Cooper's Beach, Southampton
- Charlestown Beach
- East Matunuck State Beach
- Mohegan Sun
- Ocean Beach Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Point Judith Lighthouse
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Long Island Aquarium
- Blue Shutters Beach
- Wölffer Estate Vineyard
- Orient Beach State Park
- Ocean Beach
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards
- Bluff Point State Park
- Ditch Plains Beach
- Devil's Hopyard State Park





