Holiday houses in Siena

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Top-rated holiday rentals in Siena

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Guest favourite
A spacious living area features a light gray couch with decorative pillows, accompanied by a woven chair. A coffee table sits in front, adorned with a small vase of flowers and a book. Built-in shelving displays books and plants, while dining chairs surround a wooden table.
Apartment in Troy

Chic Brownstone in Historic Troy w/Furnished Deck

Escape to this chic first-floor apartment, where comfort meets style. Sip coffee on the furnished patio, fire up the grill for alfresco dining. Recharge in the cedar infrared sauna for two. Patio and sauna are shared by two other units,the deck is reserved for this unit. Downtown Troy is just minutes away. Need more space? Ask about booking other units! For security reasons, we have cameras on the first floor hallway and exterior to the backyard. There is no cameras inside of the listing units.

FamilyValueKitchen

4.84 out of 5 average rating, 138 reviews
Top Guest favourite
Home in Troy

Gilded Age Gem (Downtown Troy)

Modernized 1860s Victorian Brownstone - Upstate NY Luxury Retreat Step back in time without sacrificing modern comforts in this stunningly restored 1860s Victorian brownstone nestled in the heart of Downtown Troy. Once a symbol of Gilded Age opulence, this home has been meticulously updated to offer a perfect blend of historic charm & contemporary luxury. Original hardwood floors, soaring ceilings & intricate moldings meet designer furnishings & finishes creating the perfect home away from home

LocationFamilyLaundry

5.0 out of 5 average rating, 16 reviews
Top Guest favourite
The image captures a clear, inviting salt-water pool surrounded by lush greenery and tall trees, with a bright blue sky overhead. The pool is framed by a well-maintained lawn, providing a spacious outdoor area suitable for relaxation and enjoyment.
Home in Colonie

Adorable house with pool

Beautiful neighborhood home on a quiet dead-end street! and minutes to from airport. Restaurants, groceries store and the regional mall all within minutes!!! This wonderful spacious and family-friendly house offers you: - 3 Bedrooms with comfortable beds! - 2 full Bathrooms - Fully stocked Kitchen along with a dining area - washer and dryer - private in-ground salt water pool - Outdoor patio *Note the pool is open between Memorial Day until Labor Day, under responsibility of the guest.

FamilyLocationCheckout

4.99 out of 5 average rating, 89 reviews
Top Guest favourite
Apartment in Albany

Close to MVP/Airport/SUNY; 45m-1Hr: Saratoga, LG!

This 2nd Floor 2BR apartment shines with beautiful hardwoods, an open flow, a newer bathroom, a newer King sized "Purple" gel flex mattress, and a new Queen "Kingsdown Prime" mattress. Reclining couch in living room; full but small kitchen, Keurig; laundry; parking, ceiling fans, window ACs. Prime location close to airport, highways, eateries; less than 10 minutes to downtown Albany/MVP Center/Hospitals; 20min to Rivers Casino; 40 min to SPAC/Saratoga Racetrack; 1hr to Lake George/Great Escape!

ValueFamilyCheckout

4.99 out of 5 average rating, 143 reviews
Top Guest favourite
Home in Rensselaer

3bdrm Cozy Cape w/ Fireplace & close to Cap Dist.

The house is close to so many things to do in the area: shopping, skiing, biking, min's from RPI, UAlbany, HVCC, and just 40 min to Jiminy Peak. After your day out you will enjoy coming back to grill dinner and enjoy a drink on the deck. Fun and relaxation for everyone. The property includes a master suite w/ full bathroom and laundry on the 1st floor and 2 bedrooms with a full bathroom upstairs. There is also a full kitchen and dining room on the first floor for making and enjoying meals.

ValueLocationBathroom

4.98 out of 5 average rating, 181 reviews
Top Guest favourite
A historic brick house is showcased, featuring two distinct sections with green shutters and a vibrant red door. Surrounding trees display autumn foliage in shades of orange and yellow. A well-maintained lawn and a pathway are visible in the foreground, enhancing the property's inviting curb appeal.
Apartment in Clifton Park

The Old Canal House at Halfmoon

Located in a 200-year old historic brick house, the guest apartment is fully furnished and all windows face the Mohawk River and a scenic walk path. Nearby Kayak rental is available. We are located a few minutes’ drive from The Klam'er Tavern and Marina and about 30 minutes from Saratoga Springs and Albany, where art performances, concerts and dining experiences await you. At all times, you can enjoy the view on the river from your own private patio or the warmth of the fire pit in the yard.

ValueLocationComfort

4.98 out of 5 average rating, 116 reviews
Top Guest favourite
A cozy studio space is shown, featuring warm yellow walls and wooden flooring. An arched entrance leads to a desk area and shelves filled with various items. A spacious bed is positioned beside a dresser, while a mirror reflects the room's unique decor.
Apartment in Troy

The OsWaldorf Hotel

Comfy, oddball studio that preserves the pre-gentrified bohemian feeling of Troy circa 2005. Lovingly constructed by mysterious artisan Oswaldo who stayed in November 2005 and then disappeared, leaving this gem as part of his local legacy. In the heart of downtown Troy, two doors from TAKK house, sharing the alley with Peck's, blocks from Saturday farmers market, walking distance from RPI. This unit is private but the large kitchen and laundry (green floor) is occasionally accessed by hosts.

FamilyValueAccuracy

4.9 out of 5 average rating, 401 reviews
Top Guest favourite
Home in Menands

Upscale Haven • RPI & Siena • Serene & Stylish

Perfect for groups -whether it be family, friends, or a corporate off-site this stunning home is an ideal setting for a memorable getaway. Gracious and picturesque, this property will accommodate your group in style. Perfect for college visits, fall foliage escapes, or relaxing weekends in the Capital Region. Concierge services are available to customize your stay from local recommendations and stocked groceries to curated wellness or dining experiences ensuring a seamless, luxurious visit

LocationFamilyLayout

5.0 out of 5 average rating, 14 reviews
Guest favourite
The entrance to a Hobbit house is framed by lush greenery and natural stone. A curved, grassy roof merges with the surrounding trees, while a stone pathway leads to the large wooden door. Decorative lanterns are positioned above the entrance, enhancing the rustic charm.
Earthen home in West Sand Lake

The Hobbit House at June Farms

Watch June Farms on Amazon Prime Video! Enjoy 120-acres of beautiful farmland while you stay in your very own Hobbit house! Nestled in the hills of Hudson Valley, June Farms is a gorgeous animal sanctuary. During your stay, you will be able to meet our Shire horses, Highland cows, spotted pigs, Nigerian dwarf goats, many chickens and ducks! From June 1 - Labor Day, the bar & restaurant is open most days for you to enjoy (check our calendar to be sure). We look forward to meeting you!

ValueFamilyCondition

4.97 out of 5 average rating, 256 reviews
Top Guest favourite
The front of a two-story house is surrounded by trees and lush greenery. A stone walkway leads to the entrance, with flower beds and shrubs framing the path. Black shutters complement the light-colored siding, while a porch is visible underneath the gabled roof.
Home in Latham

Gorgeous home. Amazing location.

Enjoy the jacuzzi tub in master bedroom, play piano or ping pong to your heart's content in the family room. Enjoy a movie on the big screen in the living room. Peaceful, quiet, restful sleep in the upstairs bedrooms. 5 minutes away from Albany airport. Convenient location. The home has had many updates, but not all has been updated yet (original kitchen and carpets). This was our family home while I raised my children, so it is well loved and we are happy to share it with you now.

ValueLocationIndoor spaces

4.92 out of 5 average rating, 49 reviews
Top Guest favourite
A comfortable living area features a sectional sofa with decorative pillows and a wooden coffee table. A light fixture and decorative wall art provide subtle accents, while a dining area with visible seating and a fireplace can be seen in the background.
Apartment in Troy

Spacious Historic 3BR/1.5BA Troy Washington Park

Spacious, yet comfy 3 bedroom/1.5 bath 2nd story private flat with open floor plan. High ceilings, large windows, hardwood and ceramic tile flooring throughout. Private deck. Full kitchen equipped with refrigerator/freezer, stove/oven, dishwasher, microwave and coffee makers (traditional and Keurig). Heated by radiators and cooled with window units - less risk of airborne pathogen transmission. Tankless water heater. One off street parking space. Shared laundry. Quiet street.

FamilyLocationWi-Fi

4.96 out of 5 average rating, 370 reviews
Guest favourite
Condo in Albany

Elegant, spacious studio apt in historic mansion

Welcome to the Plaza Suite, a newly renovated studio condo in an historic Center Square mansion. Enter through a grand reception hall/art gallery and climb the oak staircase to the sunny and spacious second floor apartment. There's a nice view of State Street and the Empire State Plaza. Features include: a new fully equipped kitchen, comfy lounge area, dining /work table, renovated vintage bathroom, walk-in closet and new queen bed.

ValueFamilyGetting around

4.89 out of 5 average rating, 367 reviews

Popular amenities for Siena holiday rentals