Guesthouse vacation rentals in Brookhaven

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Popular amenities for Brookhaven guesthouse rentals

Family-friendly guest house rentals

Guest house rentals with a patio

Superhost
A small outdoor seating area is featured with two patterned chairs and a wooden table. The space opens to a grassy yard, surrounded by trees and greenery. The flooring appears wet, indicating recent rain or watering.
Guesthouse in Miller Place
4.73 out of 5 average rating, 52 reviews

Private guesthouse

RoselynRating, 5 stars3 weeks ago
Stayed here last November with a friend and was so glad I booked again! The place was clean, comfortable, and exactly as described. The host was responsive and made everything easy. Great location, too. Will definitely book again!
Superhost
An open kitchen and living area is showcased, featuring modern appliances and ample counter space. Large windows allow natural light to fill the room, while a light wood ceiling adds warmth. A dining area with two stools is present near the kitchen.
Guesthouse in Hampton Bays
5 out of 5 average rating, 4 reviews

Hill Coast Cottage: Freshly Renovated

MelissaRating, 5 stars5 months ago
The pictures really don’t do it justice , the place is adorable. The kitchen has all new appliances, and it has every amenity you could need for a long or short stay.
Guest favorite
A scenic view of a calm waterway is framed by a wooden deck. Two white chairs with blue stripes are positioned for relaxation. A small table holds decorative items, while a dock extends into the water, surrounded by greenery and gentle waves.
Guesthouse in Fairfield
4.93 out of 5 average rating, 15 reviews

The Creekside Cottage

AndreRating, 5 stars2 months ago
Beautiful stay! Came to CT with 2 winterstorms back to back and below freezing temps. The place was cozy and warm the whole time! A great place to relax and watch the tide come in and out. And the "throne" room has a great view!
Guest favorite
A shaded gazebo is seen on a spacious wooden deck, accompanied by a set of seated furniture around a central table. A grill is positioned nearby, covered for protection. The surrounding area is framed by greenery, providing a tranquil outdoor space.
Guesthouse in Shirley
4.96 out of 5 average rating, 75 reviews

La casita J place

KellyRating, 5 stars6 days ago
Quiet, nice spot.
Guest favorite
The cottage is surrounded by lush greenery, featuring a charming entrance with a white door and a stone chimney. A greenhouse sits alongside, filled with plants. The front yard is lined with vibrant shrubs and framed by blooming trees under a clear blue sky.
Guesthouse in Wilton
4.98 out of 5 average rating, 42 reviews

The Ciderhouse Cottage - private escape in Wilton

PreetiRating, 5 stars1 week ago
Heather was an amazing host. Her place is in a beautiful location and we had a comfortable stay.
Top guest favorite
An outdoor patio area is shown with two chairs and a small table positioned on a rug. A fire pit is visible at the center, surrounded by greenery. A dining table is placed under an umbrella against the wooden fence, inviting relaxation and outdoor dining.
Guesthouse in Wading River
5 out of 5 average rating, 53 reviews

North Country Cottage

Nicole Rating, 5 stars2 weeks ago
Wonderful place to stay in wading river! Hosts were excellent and their place was cozy. Recommend to anyone needing a place to stay in the area.
Guest favorite
Guesthouse in Weston
5 out of 5 average rating, 66 reviews

Adorable 1-Bedroom Cottage w/ Mezzanine Weston, CT

TamaraRating, 5 stars3 months ago
Jacques was easy to communicate with and had a very simple process for checking in and checking out. The cottage was cozy and I felt like I just wanted to settle in for a while.
Top guest favorite
A scenic view from a balcony overlooks a calm bay, framed by lush green trees. The landscape features a well-maintained garden with natural elements, while a road runs parallel to the water's edge, providing a peaceful atmosphere.
Guesthouse in Shelter Island
5 out of 5 average rating, 64 reviews

Bayfront 1BR/2BR detached guesthouse with pool

CarolRating, 5 stars6 months ago
Such a relaxing atmosphere! Quiet and nestled within nature. The view and hot tub were my favorites. The coffee station was an added bonus:) Monica and Stanley were very responsive. If you’re looking for R&R this is the place.

Guest house rentals with a washer and dryer

Guest favorite
A dining area is set outdoors on a stone patio, featuring a long wooden table surrounded by matching chairs. Lush greenery and trees frame the space, providing a natural backdrop, while a small structure is visible in the distance.
Guesthouse in North Fork
4.98 out of 5 average rating, 46 reviews

Private Luxe Cottage at Gates of Wine Country

ChristinaRating, 5 stars7 months ago
We had a wonderful stay at Carrie’s listing. When we first arrived, Carrie was still cleaning up so we were invited inside for a cup of wine. The airbnb had almost everything we needed (minus a microwave) and the property had super friendly chickens and every amenity needed for a stay-at-home vacation. Carrie was even kind enough to have us stay a little past check in to finish some work meetings. We appreciated everything and would recommend this to anyone coming to North Fork :)
Guest favorite
An outdoor space is furnished with multiple white chairs surrounding a central fire pit. A large umbrella stands next to the seating area. Sunlight highlights the wooden decking, with plant life subtly framing the scene, contributing to a fresh and airy environment.
Guesthouse in Mamaroneck
4.91 out of 5 average rating, 158 reviews

Your Modern Guest Wing Near NYC

ChayenneRating, 5 stars2 weeks ago
I had a wonderful stay ! The home was clean, comfortable, and exactly as described in the listing. The location was perfect. The host very responsive and made check-in super easy. I would definitely stay here again and highly recommend it to anyone visiting the area!
Top guest favorite
A detached studio with a charming exterior is surrounded by lush greenery and landscaped gardens. The structure features large windows framed in dark trim, allowing natural light to fill the interior. A stone pathway leads up to the entrance, enhancing the inviting appearance of the property.
Guesthouse in Larchmont
4.98 out of 5 average rating, 41 reviews

Beautiful guesthouse - Larchmont

AlexisRating, 5 stars1 month ago
Wonderful little cottage in a beautiful quiet neighborhood in Larchmont. Everything was delightful and sparkling clean. The host is responsive and so helpful. Could not recommend this more
Superhost
A private outdoor pool is surrounded by well-maintained greenery and colorful flowers. A wooden bench offers seating beside the water. Sunlight brightens the scene, highlighting the clear blue water and the inviting landscape.
Guesthouse in Fairfield
4.67 out of 5 average rating, 3 reviews

Fairfield Town/Beach "Story-Book" Cottage w/Pool

MelanieRating, 5 stars37 months ago
This Cottage was in the BEST location and had the perfect amenities for a long term stay with my two toddlers and our family dog. Would definitely recommend and would definitely return.
Superhost
A spacious kitchen features light-colored cabinetry and wooden countertops. Two bar stools are positioned at a kitchen island. A white refrigerator and a small black appliance can be seen, with a large window offering natural light and views of the outdoors.
Guesthouse in Pound Ridge
4.78 out of 5 average rating, 18 reviews

Pound Ridge Cottage

HaiqingRating, 5 stars3 months ago
We have stayed at the cabin for three weeks and we turned pound ridge people now! Robbie and Daphne are the best hosts ,Daphne is very considerate and Robbie is warm and funny and helpful, he checked in with us all the time to make sure we have everything. Franny is always there to welcome us home and showed us her belly,it feels exactly like home. The Cabin is in the woods yet close to town, where you can find a market and a book store and nice restaurants. Taking a walk in the beautiful neighborhood can be really relaxing even in winter.
Guest favorite
Guesthouse in Stamford
4.93 out of 5 average rating, 41 reviews

Carriage house flat near beach

HeidiRating, 5 stars5 months ago
Beautiful neighborhood. Morning walks to the end of the private road were perfect during our fall trip. Close but not too close to lots of restaurants and highway when needed. Very quiet neighborhood
Guest favorite
A bright and clean kitchen area features a fully stocked setup with a fridge, electric stove, and coffee maker. A high-top table with four chairs is present, accompanied by laundry appliances nearby. Soft light filters through the windows, enhancing the welcoming atmosphere.
Guesthouse in North Fork
4.91 out of 5 average rating, 57 reviews

Southold- Adorable 1 Bedroom Cottage

VictoriaRating, 5 stars1 month ago
Marta & Pete were great hosts. Left helpful instructions and a list of places in the area. The Cottage was definitely a great place to celebrate our anniversary. We wish we could have tried some of their oysters, but look forward to going back during the beach season when they're probably plentiful.
Top guest favorite
The cottage is tucked amidst vibrant autumn foliage, framed by trees. A large front deck, furnished with two chairs, provides a serene entry, while the three expansive windows invite natural light. The wooden exterior blends harmoniously with the surrounding woodland.
Guesthouse in Bedford Hills
5 out of 5 average rating, 40 reviews

The Perch, a luxe cottage in the woods 1h from NYC

KatherineRating, 5 stars6 days ago
This is a charming, quiet spot just outside Bedford Village, perfect for a few days outside of the city with our toddler. Jennifer and Steve put together a really great guidebook, we mostly used their recommendations for activities, restaurants, and shopping — so many towns are within a 15 minute drive.

Quick stats about guesthouse rentals in Brookhaven

  • Total rentals

    40 properties

  • Total number of reviews

    1.4K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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