Guesthouse vacation rentals in Long Island

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Long Island guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in New London
4.97 out of 5 average rating, 107 reviews

Fully Renovated, Ocean Views, Fireplace & Beach

EvaRating, 5 stars1 month ago
Dawn’s place is private, well-appointed and in a fantastic location. You have an ocean view from the cottage, have access to a small semi-private beach, and a brief walk along the coast via the gorgeous neighborhood takes you to the larger Ocean Beach & boardwalk. Additionally there are very good restaurants, state parks, museums and pubs nearby. You’ll feel pampered by Dawn’s consideration and attention to detail and refreshed by the location and beaches.
Superhost
Guesthouse in Milford
4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

JoyRating, 5 stars1 month ago
Nice ground floor apartment across the street from the beach and 2 blocks from the state park. Love the outdoors. And Delores and her brother were amazing. Friendly, responsive, and helpful.
Top guest favorite
Guesthouse in South Salem
4.94 out of 5 average rating, 283 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

AlicjaRating, 5 stars2 days ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Top guest favorite
Guesthouse in Suffern
4.96 out of 5 average rating, 133 reviews

Hiking trails steps from your door!

AriRating, 5 stars4 months ago
Peter's place is THE perfect stay for a couple (plus dog) planning a visit to Rockland County. The cottage is extremely clean and incredibly cozy. The surroundings are beautiful, with the property well set back from the road and bordering Harriman State Park. Suffern and its restaurants aren't far and there's easy access to the Palisades Parkway to go anywhere else nearby. I grew up in the county and visit my parents on a regular basis. Any time I can't stay at their home, Peter's place will be my go-to from now on.
Guest favorite
Guesthouse in Huntington Station
4.85 out of 5 average rating, 127 reviews

2 large bedrooms in cozy little neighborhood.

DanaRating, 5 stars1 month ago
Our band travels up to play in Long Island twice a year. Liz's place was a great, affordable place for us to spend the weekend. We had everything we needed. And, the location was not just close to lots of great restaurants and coffee shops (which we love) but also close to the event that were booked to play. Our band would very much like to stay there again :)
Guest favorite
Guesthouse in Oyster Bay
4.89 out of 5 average rating, 695 reviews

Cozy private cottage in Oyster Bay

ShannonRating, 5 stars1 month ago
Loved the Oyster Bay Area and spent the first afternoon walking around the historic district. Very quiet neighborhood. Room had everything I needed and a very comfortable bed. Would definitely stay here again.
Guest favorite
Guesthouse in Groton
4.94 out of 5 average rating, 443 reviews

Quiet studio with sleeping loft and deck

DiannaRating, 5 stars1 week ago
I will book again and again. The comfort of the bed and shower was fantastic. The appliances were updated and I will recommend this little piece of solitude Heaven. It’s like a wee nature refuge and Perfect location. The hosts were attentive and kind. A million thanks!
Guest favorite
Guesthouse in Atlantic Highlands
4.88 out of 5 average rating, 321 reviews

Private cabin

MarkRating, 5 stars4 months ago
We were in town for a concert in Red Bank and the cabin met our needs perfectly. Ideal accommodations for two people and we were able to bring our dog along. An easy stay in a very comfortable setting.

Guest house rentals with a patio

Superhost
Guesthouse in Miller Place
4.73 out of 5 average rating, 52 reviews

Private guesthouse

RoselynRating, 5 stars1 month 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!
Guest favorite
Guesthouse in Brewster
4.94 out of 5 average rating, 140 reviews

Sherwood Barn - close to ski mountain

JenniferRating, 5 stars3 weeks ago
Beth was very kind and responsive. Great place to stay!
Guest favorite
Guesthouse in Franklin Township
4.92 out of 5 average rating, 26 reviews

Private guesthouse

SabrinaRating, 5 stars1 month ago
This place is quiet and very private, as someone in the area for work this is exactly what I am looking for. I work night shift and the host was understanding about odd sleeping hours and adjusted check out time for me. Wonderful all around, will definitely be back!
Superhost
Guesthouse in Valley Stream
4.82 out of 5 average rating, 121 reviews

Cozy 2 BR guest suite very close to JFK, UBS Arena

JuliaRating, 5 stars2 weeks ago
Amazing host
Guest favorite
Guesthouse in Shirley
4.96 out of 5 average rating, 76 reviews

La casita J place

PhillipRating, 5 stars1 week ago
A delightful stay in a cozy spot!
Guest favorite
Guesthouse in Tomkins Cove
4.81 out of 5 average rating, 21 reviews

The cottage at Oasis Cove

DanielRating, 5 stars2 months ago
We wanted a quiet weekend, and we got a whole lot more. Andrew and Mynor were amazing hosts!! From the complimentary beverages to the assistance with snow removal, their service was incredible. The photos did not do justice to the place; the decor was great, and the place was spotless. We will definitely be back!!
Guest favorite
Guesthouse in Montclair
4.95 out of 5 average rating, 19 reviews

Mountaintop Carriage House with Tennis Court

FrancescaRating, 5 stars1 month ago
The carriage house was a lovely stay and very charming. Everything was clean, comfy and as described. The hosts were very friendly and detailed. It’s so quiet at night, but close enough to town for all amenities. The view of the city from the back patio was a plus!
Guest favorite
Guesthouse in Madison
4.97 out of 5 average rating, 100 reviews

Chic Coastal Escape - 5 Mins to the Beach

MelissaRating, 5 stars1 week ago
Kelly was a very considerate, warm, and communicative hostess. The location was amazing with close proximity to Surf Club Beach, playground, Soccer, and baseball fields and adorable CT Shoreline towns. We also spent time at Jacob’s beach in the next town over called Guilford, land Essex which is just 15-20 minutes away. A few minutes by car are the Madison Beach Hotel and Christie’s restaurant. One of the best attributes for my family was the spacious backyard completely outfitted for children. The carriage house apartment, over the garage, is loft-like, very bright, and decorated sophistically. From street level, there are about 15 steps up to the open floor concept sitting area, bistro table, and kitchenette that lead to an en suite bedroom and bath plus a spacious deck off of the bedroom. My twins loved the plush bed! Thank you for such an enjoyable stay!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Brooklyn
4.92 out of 5 average rating, 124 reviews

Amazing Views & Rooftop Deck - Safe - Parking Incl

MicheleRating, 5 stars4 days ago
We were all super impressed. It’s a lovely space and the amenities were awesome. . I’d recommend bringing eye masks. We had them just because there’s so much beautiful sun . Also earplugs because the freeway is next-door, but it turns into white noise anyways it makes this space l reasonably priced for the luxury It is. Thank you again for your hospitality. I appreciate it so much. The space is beautiful. Look forward to coming back again.
Guest favorite
Guesthouse in Mamaroneck
4.91 out of 5 average rating, 159 reviews

Your Modern Guest Wing Near NYC

ChayenneRating, 5 stars3 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
Guesthouse in Stonington
5 out of 5 average rating, 220 reviews

Super Adorable Cottage + Fire pit + King Bed!

AbigailRating, 5 stars1 week ago
The king mattress made both my husband and I happy, which doesn't happen often away from home. The house was as pictured and had all the amenities. Deborah made sure that we had read the description of the loft stairs once she understood our kids would be staying up there. She was very helpful in finding a lost stuffed animal after we left as well.
Top guest favorite
Guesthouse in Bridgewater
4.93 out of 5 average rating, 100 reviews

Carriage House in The Valley

Raja NRating, 5 stars3 weeks ago
Neil and Tania, the owners live in a house on the road and the unit they rent is their coach house with 2 bed rooms, dedicated bathroom and a garage which is right behind their house. Their kitchen at the 2nd floor with dinning, living and bed rooms is well equipment and they even have a full stove in the garage.They had everything for us to stay comfortably for almost a week. Self and my daughter and son-in-law. We all worked as their internet had an awesome bandwidth. There are no stores or restaurants that are walk-able and needs a car. There are side walks and one can have good walk for 15 minutes on either side direction (left or right) for stores and restaurants. That is the only reason I had to give 4stars for the location. Otherwise very quite and comfortable place and we had a even a small hike to hillock behind.
Guest favorite
Guesthouse in New Haven
4.94 out of 5 average rating, 297 reviews

Square 6ix

TylerRating, 5 stars1 month ago
My folks have stayed here a few times while visiting me and the family, and it's been great every time.
Top guest favorite
Guesthouse in Stonington
4.97 out of 5 average rating, 278 reviews

True Artist Loft, 5 minutes to downtown Mystic

JamieRating, 5 stars2 weeks ago
The house was perfect, peaceful and cozy. It had all the essentials and was clean and comfortable. The location was fantastic, secluded and still only minutes away from the local attractions. We were slightly disappointed that we were unable to meet Sydney 🐕but we did see lots of birds, squirrels and wild turkeys! I would highly recommend this adorable guest house and we would definitely come back!
Guest favorite
Guesthouse in Clinton
4.94 out of 5 average rating, 229 reviews

The Gardener's Cottage Dog friendly/weekly/monthly

John PRating, 5 stars2 weeks ago
Robin's gardener's cottage is just as billed-- a very peaceful and cozy cottage with all the amenities and a few creature comforts like a large screen TV with streaming services and good wifi, granite countertops. Having enough room for two and perhaps even sleeping 3 with the trundle bed is a magnificent value and a great getaway! The little alcove dining area is so nice! Thanks, Robin!
Guest favorite
Guesthouse in Brooklyn
4.95 out of 5 average rating, 134 reviews

A Bright Spot In Brooklyn

RomeliaRating, 5 stars1 week ago
Thank you for everything Julie! beautiful home and great host. location was great super safe! and you can basically take the subway straight to the city.

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