
Guesthouse holiday rentals in East Side
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Top-rated Guesthouses in East Side
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Mountaintop Carriage House with Tennis Court
Take it easy at this unique and tranquil getaway nestled in Montclair’s estate section. Spread over two floors, you have plenty of space to relax in this beautifully renovated guest house. Outdoor space includes a spacious patio with a wood burning chiminea. This one of a kind home is located on a 1.2 acre property with views of NYC from the bedroom (!) as well as access to a private Har-Tru tennis court. Tennis rackets and balls available. (Tennis court may not be playable in winter months.)

Amazing Views & Rooftop Deck - Safe - Parking Incl
PRIVATE ROOF DECK SAFE NEIGHBORHOOD PRIVATE PARKING ****30 Minutes to Time Square/Rockefeller Center**** Kick back and relax in this calm, stylish space. **** 3 Positive reviews are required to book this unit **** Enjoy the panoramic city views while having a BBQ or get some work done in the dedicated office area. A perfect getaway for a couple or a small family. Latest check in available is 10 pm, anything after that is subject to a $50-$100 late check in fee subject to availability.

Spacious guest suite near water
Welcome to your perfect home away from home! Enjoy a spacious and newly renovated basement suite with windows and separate entrance in a private house, perfect for up to four guests. Ideal for couples, small families, or business travelers. This cozy retreat, combines privacy and comfort in a quiet neighborhood. Whether you’re here for a short trip or an extended stay, this apartment offers everything you need for a comfortable and relaxing experience. Book now and start planning your visit.

Cozy 1 BR Apartment w/ Patio access near NYC
Keep it simple at this peaceful and centrally-located apartment just 15 min away from NYC🌆 Nearest bus stop is 3 min. walk with a short commute to Port Authority/NYC. Enjoy a 20min walk to Boulevard East to experience one of the greatest view of Manhattan 😮💨 Location is close to restaurants, bars and grocery stores! Our place includes great amenities like washer and dryer; and a patio with an outdoor dinning (don’t miss the scenic sunset views from our patio until end of summer!)

Cozy 2 BR guest suite very close to JFK, UBS Arena
Experience the best of both worlds –city convenience and suburban serenity. Very well protected neighborhood. This is a 2 bedroom 2nd floor guesthouse with 1 King bed and 2 Queen beds. It has a small kitchen, dining + living, and 1 bathroom. 12 mins (without traffic) from JFK, very close to USB Arena, 40 mins to Manhattan, 1.2 miles from LIRR Metro, 25 mins to Long Beach, 30 mins to Jones Beach. 2 min walk to super market/ pizza/ bagel stores. 6 people sleeps comfortably, max capacity- 7.

Bow’s Stays
Central 4 bedroom house with finished basement. Reviews might describe listing as a basement apartment but now the main floor has been added to the listing. Two fully equipped kitchen. Enjoy the best of both worlds in a quiet and safe neighborhood 7 minutes away from New York City (upper west side). And about 45 mins to Time Square 42nd St. Bus stop to the city is a 3 minute walk across the street. Walking distance from coffee shops, Ice cream parlor and restaurants. And private driveway.

Cozy 2 Bedroom in Yonkers NY
Mi casa es tu casa! Kick back and relax in this calm, stylish private guest suite apartment. 20 minutes from NYC. 10 minutes walk to Metro North. Close to shops and restaurants 10 min walk to Saint Vincent college. Free parking access. 30 to Johnn f Kennedy and 20 to LaGuardia. Includes spacious backyard, perfect to enjoy with friends and family. Early luggage drop off available per request. NO SMOKING INSIDE THE APARTMENT. ONLY CIGARETTE SMOKING IS ALLOW IN THE PATIO AREA

Cozy studio apartment for two, near NYC/MetLife
Newly built ground-level studio apartment in a quiet, walkable neighborhood 15 min from MetLife Stadium, American Dream Mall, and an easy transit to NYC. This bright, thoughtfully designed space features a comfy sofa bed, fully stocked modern kitchen, and spa-like bathroom. Ideal for couples seeking a romantic, peaceful retreat with access to NYC attractions, dining, shopping, and unforgettable adventures, plus modern comforts and serene ambiance. Book your romantic getaway today!

Garage Cottage House
Charming Garage Guest House - 1 Bedroom Apartment Welcome to your cozy retreat! This charming 1-bedroom apartment, located in a converted garage. The space features a living area perfect for relaxing day. The kitchen is equipped with essential appliances. The cozy bedroom offers a comfortable bed and ample storage and the convenience of a private bathroom. Near local shops and attractions, this guest house is perfect for travelers seeking a unique and comfortable stay.

Cozy and Private Guest House Near JFK, LIRR, NYC!
The unit itself is a cozy and private converted guest house with all the necessities. Comfortably sleeps 4 with Queen Bed in BDRM + Pull Out Couch with Queen Size bed in Livingroom. 43" TV + 32" TV, Fridge, Oven, Stovetop, Bathroom/Shower. Walking within 5 mins to everything - Shops/Food/Train to NYC. A free parking spot is available. For your added security, an outdoor security camera is monitoring the Driveway/Entrance to the backyard.

Beautiful guesthouse - Larchmont
Newly furnished 2nd floor detached studio with private entrance. One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire. Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood. Studio sits over garage. Access to spare washer/dryer in our basement is also available. 4 min drive to Larchmont station (35 min train to Grand Central).

Your Modern Guest Wing Near NYC
Brand New Guest Wing in an exclusive private home with a separate entrance. One large bedroom, kitchenette, master bathroom, closet space & separate laundry closet. Steam shower with special steam light function and aroma therapy. High End Kitchenette. 4 minute drive to Mamaroneck train station. 35 minute train and/or drive to Grand Central (Manhattan). Close to the Village of Mamaroneck Avenue center. High speed internet. Outdoor CCTV.
Popular amenities for East Side guesthouses
Family-Friendly guesthouses

Luxury Guest House Near JFK Airport & UBS Arena

Cozy Room with a huge living room in Roslyn area.

The DeBary Inn - Junior Queen Room 2

Unit #10 Private Studio

A nice room

Economical and Functional Room in Downtown

Cozy room in a beautiful serene basement

ModernGuestHouse 6-FastTrainNYC-OneStop2Airport
Guesthouses with a patio

The Ultimate Family & Friends Home

Big & Comfortable Awesome place to stay at New Roc

Cozy 1 bedroom apart in West Orange New Jersey

Great Big Bright & Close to All

Charming Hudson View Apartment!

Spanish-Style Casita & Art Gallery 15 min from NYC

Cozy getaway studio independent entrance

NYC Living Without NYC Prices-Stand-alone studio!
Guest house rentals with a washing machine and dryer

Private Apartment (Not Share) Loft Style near NYC

Skylight Loft

Manhattan Retreat - Modern 3bd/2ba close to NYC

The cozy studio apartment of Montclair

ORNA GuestHouse & Suite

Cozy Room A | Easy NYC Access + Free Wi-Fi

Cozy 3 bedroom carriage house.

Heart of NYC
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- Times Square
- Madison Square Garden
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- Brooklyn Bridge
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- Central Park Zoo
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- Old Glory Park
- USTA Billie Jean King National Tennis Center
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