Guesthouse vacation rentals in Brookhaven

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Top-rated guesthouse rentals in Brookhaven

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Superhost
A cozy lounge area is furnished with a generous sofa and two white chairs, surrounded by bookshelves filled with various books. A coffee table sits at the center, and a cast iron fireplace is present, enhancing the inviting atmosphere. Natural light fills the room through large windows.
Guesthouse in The Hamptons
4.86 out of 5 average rating, 115 reviews

Charming 2BR Cottage, Walk to Town

Beech Tree Cottage is a charming 2-bedroom, 1-bath, two-story cottage conveniently located in the peaceful historic district of Sag Harbor, NY. It is a 5-minute walk along the waterfront to Main Street and the center of the village. PLEASE NOTE: We are currently only accepting week- or month-long stays for July and August. We will open up forshort stays in summer subject to availability after May 15. (Short stays are ok in other months.) Please review our house rules before making an inquiry.

Guest favorite
A well-maintained garden area features colorful flower beds along a gravel pathway. Lush green grass stretches out in a spacious yard, with trees and shrubbery framing the property. A decorative lawn feature is visible, enhancing the inviting outdoor space.
Guesthouse in Middle Island
4.97 out of 5 average rating, 31 reviews

Private newly renovated apt

Newly renovated private apt. 20min to Port Jefferson, Ceder Beach, Smith point. About 30-40 min from the Hamptons bays and 45 min from south hamptons. 1 mile from Walmart. private end of the street home. Property is on 1.5 arch .1 bed room l- a queen size bed and 1 full bath. Funton for extra guest. Heated floors for the winter. 25min from Ronkonkoma train station to ride into the city in an 1 hour and 20 to Penn station. *This property is exempt from receiving service pets** not pets allowed.

Top guest favorite
A bright living and dining area features a navy blue sofa adorned with decorative pillows. A wooden dining table set for four occupies one side, while a light rug anchors the space. Sunlight filters through sheer curtains, enhancing the room's inviting ambiance.
Guesthouse in Huntington Station
4.97 out of 5 average rating, 109 reviews

Modern fully updated 2nd Floor apartment

Arrive to an apartment decorated to make you feel comfortable and at home. There is one bedroom with one queen bed, a dresser, a night table and a closet. One full bath with basic amenities for you. The kitchen has a microwave, blender, coffee machine, toaster, fridge, washer/dryer, full range electrical stove, dinnerware, silverware, glassware, pots, liquid dish soap and sponge. Living/dining room area: dining set for 4; queen sofa bed, Cable TV and closet. Wifi is available! no pets policy!

Top guest favorite
A private outdoor space is showcased with a wooden deck, featuring two lounge chairs and a dining table shaded by an umbrella. Potted flowers add color, while a path leads through the well-maintained garden, enhancing the serene atmosphere of the yard.
Guesthouse in The Hamptons
4.97 out of 5 average rating, 212 reviews

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.

Top guest favorite
A modest wooden house features large glass doors that lead to a spacious deck. The surrounding green lawn is complemented by well-kept shrubs and trees. Sunlight casts a warm glow on the exterior, highlighting the structure's simple charm.
Guesthouse in Rowayton
4.99 out of 5 average rating, 154 reviews

1BR full cottage, 1 min walk to private beach

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

Guest favorite
A cozy bedroom features a spacious bed covered with layered bedding, including patterned throws in navy and orange. A small nightstand is situated beside the bed, and a stylish bench is placed at the foot. Textured blue walls enhance the room's warm and inviting ambiance.
Guesthouse in Huntington Station
4.86 out of 5 average rating, 139 reviews

2 large bedrooms in cozy little neighborhood.

Very spacious -2 bdrms , sleeps 6 + crib on 2nd floor. Bath, Living rm and Snack area on the main floor. The guest suite is private, spacious and will accommodate those looking to spend time in the area . The suite is attached to the main house by locked French doors . There are no shared spaces .Close to public transportation (LIRR- HUNTINGTON STATION) ,Paramount Theater & Huntington Village . In town for weddings & events in Woodbury/ Syosset ? It's a great place to tip off from .

Top guest favorite
A spacious bed is centered against a light wall, adorned with bright yellow linens and decorative pillows. Two lamps with turquoise bases provide soft lighting on either side, complemented by a framed artwork above the headboard.
Guesthouse in Islip Terrace
4.99 out of 5 average rating, 127 reviews

The Sunshine House

Enjoy your stay and visit the Bayard Cutting Arboretum, SUSA Orlin & Cohen Sports Complex, Robert Moses Beach; centrally located between The Hamptons Vineyard Wine Tours & Manhattan. This unique home was originally built in 1921 and has since undergone renovations with additions added to the original structure, including the three bedroom / bath guest wing with a private entrance from the main house. We provide beverages and continental breakfast. Please email us for more details!

Top guest favorite
A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.
Guesthouse in The Hamptons
4.96 out of 5 average rating, 458 reviews

Tiny Home in Prime Spot in Southampton Village

Price drop! 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, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.

Top guest favorite
Two swans crafted from towels are positioned at the center of a spacious bed, forming a heart shape. Surrounding the swans is a decorative arrangement of rose petals in shades of red. The bed's textured spread complements the soft green pillows in the background.
Guesthouse in Nesconset
4.98 out of 5 average rating, 54 reviews

Private charming Studio Cottage in Nesconset

Escape to this cozy studio cottage, perfect for couples or solo travelers. Enjoy a comfortable full-sized bed, a well-equipped kitchenette, and a welcoming seating area. Located in a peaceful neighborhood, you're just minutes from local parks, shops, and eateries. P.S. Cleanliness is my top priority to make every guest happy all towels and sheets are sanitized and washed every guest checks in before they're arrival.

Top guest favorite
A vibrant garden area is depicted, featuring a variety of blooming flowers in decorative pots. Greenery surrounds the space, with bushes adorned with purple blossoms. A wooden deck offers a view over the lush, well-maintained landscape.
Guesthouse in Brookhaven
4.97 out of 5 average rating, 236 reviews

The Unhampton

This Brookhaven Hamlet detached space (totally separate) is for people who love nature and preserved quiet spaces. Fire Island is a ferry ride away, Manhattan is one hour by train and the Hamptons are a 25 minute ride.15 minutes from the restaurants and coffee shops in Patchogue and just a couple of minutes from Bellport Village. Centrally located and truly peaceful!

Top guest favorite
A comfortable living area is featured, showcasing a brown sofa with colorful pillows and a small table. Large windows are adorned with checkered curtains, allowing natural light to fill the room. A light fixture hangs above a blue cabinet, adding a touch of charm.
Guesthouse in Sayville
4.96 out of 5 average rating, 222 reviews

Great South Bay Cottage

Fantastic private cottage on Long Island's South Shore. Great access to the best beaches in the world (walk to bay, ferries to ocean). Short train ride to/from NYC, Wineries & The Hampton's. Experience the Island’s charm and culture. Enjoy Long Island summers. We employ a professional cleaning regiment.

Top guest favorite
Guesthouse in Southport
4.97 out of 5 average rating, 213 reviews

Southport, CT across from BEACH

Located at Southport beach on Westport Line, this renovated 1 bedroom apartment totally private located above the garage and includes a full kitchen with new appliance and d/w and central air. Bdrm with queen, fine cotton sheets and towels, marble bath open living room w views.

Popular amenities for Brookhaven guesthouse rentals

When is the best time to visit Brookhaven?

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Quick stats about guesthouse rentals in Brookhaven

  • Total vacation rentals

    Explore 50 vacation rentals in Brookhaven

  • Nightly prices starting at

    Brookhaven vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 1,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Brookhaven vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Brookhaven rentals

  • 4.9 Average rating

    Brookhaven stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Brookhaven's top spots, include Fire Island National Seashore, AMC Stony Brook 17, and PJ Cinemas

Destinations to explore