Holiday rentals 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.
Flat in Troy
4.82 out of 5 average rating, 105 reviews

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.

Guest favourite
A charming courtyard is surrounded by greenery and blooming flowers. A shaded area features a comfortable seating arrangement with neutral-colored cushions. Additional seating is available in the background under canopies, providing an inviting space for relaxation.
Guest house in Troy
4.93 out of 5 average rating, 666 reviews

Whimsical Carriage House & Enchanting Courtyard

Welcome to your boutique retreat in the heart of downtown Troy! This cozy second-floor studio, designed by a local artist, is tucked away in a standalone Carriage House with a private entrance next to a whimsical mural by local artist Kayla Ek, and a lush New Orleans-inspired courtyard. Just steps from Troy’s best dining, art, nightlife, and wedding venues—and less than a block from the RPI approach—this gem is perfect for a romantic getaway, solo escape, or stylish stay while visiting the area.

Top guest favourite
A dining area features a large wooden table surrounded by six black chairs. Natural light filters through the windows, highlighting an abstract art piece on the wall. An organized sideboard displays decorative items, while a runner adds a soft touch to the table setting.
Home in Albany
4.98 out of 5 average rating, 44 reviews

Modern and Cozy Pine Hills Home from Early 1900s

This amazing home is at the first floor of a newly renovated historic duplex, and will give you all the comforts of home! Tastefully decorated with everything you need and then some!! -> Grab-N-Go items (Coffee, Tea, Light Snacks) -> Smart LED Tvs in every room -> NordicTrack bicycle -> Smart locks with keyless entry -> Fast wireless WiFi -> Queen beds with premium mattresses & pillow covers -> Fully equipped + utensil stocked kitchen + Keurig Coffee -> Full size washer/dryer Enjoy your stay!

Top guest favourite
Flat in Center Square
4.93 out of 5 average rating, 220 reviews

Historic, Spacious Mansion Suite

Welcome to the Mansion Suite, a newly renovated historic gem in the heart of Center Square. Through a private entrance, down a long foyer, you'll discover the grand Oak Room, an expansive living/dining room with dramatic fireplace mantel, paneling, beamed ceiling, stained glass windows. Adjacent to the lounge, is a stylish and fully equipped kitchen with new stainless steel appliances. Both bedrooms have new queen beds, beautiful natural woodwork and overlook a private and quiet courtyard.

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.
Flat in Clifton Park
4.98 out of 5 average rating, 106 reviews

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.

Guest favourite
A living area features a comfortable green sofa and beige chairs, complemented by a decorative coffee table. A dining table with chairs is positioned adjacent to the kitchen. A brick accent wall hosts an electric fireplace, with natural light streaming through nearby windows.
Flat in Troy
4.91 out of 5 average rating, 227 reviews

Sunny Troy Private Deck Parking Wi-Fi Top Floor

Sunny top (3rd) floor 1 bedroom, hardwood floors, high ceilings, deck with gas grill and dining furniture, big kitchen, air conditioning and free off street parking. South Central Troy (Washington Park Neighborhood) quiet street, just 1 block to Carmen's Cafe, 3 blocks to Russell Sage, within walking distance to quaint shops, dining, nightlife and everything else Downtown Troy has to offer. Close to RPI, HVCC and Emma Willard. Complimentary laundry area available upon scheduled request.

Guest favourite
A classic brick building with a front entrance framed by a decorative door and two symmetrical windows above. Lush evergreen shrubs line the pathway leading to the door, adding greenery to the well-maintained lawn, which features a pebbled walkway and a small seating area to the side.
Flat in Melrose
5 out of 5 average rating, 9 reviews

Booking May 2026! 1Br Apt-Parking-Patio-Guest Fav!

Be our guest in Albany! Thoughtfully furnished 1BR/1BA APT . Centrally situated In Melrose neighborhood, one of the best neighborhoods Albany has to offer. Close proximity to major Hospitals, Medical centers and University. Take a short walk to restaurants or the beautiful Buckingham Pond walking paths. Unit sleeps two or have some guests visit and utilize the pull out couch in the Livingroom. Full Kitchen with breakfast bar that could double as a great location for remote working.

Top guest favourite
An open floor plan reveals a spacious apartment with yoga slings hanging from the ceiling. A vintage red love seat is situated in a reading loft, while a kitchen area is visible towards the back. The flooring features an eclectic mix of textures and colors.
Loft in Troy
4.95 out of 5 average rating, 271 reviews

Large bohemian loft: The Chromium Compound

Large storefront converted to colorful open plan apartment in the heart of downtown Troy. Blocks away from RPI, and steps away from most of Troy's nightlife. Warning: this urban bohemian experience may bring back memories of Williamsburg Brooklyn or Downtown LA in the 90's. Note that sounds from outside and adjacent apartments may bother light sleepers, so don't book this one if that is a concern for you. Also parties are not allowed because of close neighbors! Thanks!

Superhost
An elegant brick home is presented with a symmetrical design and large arched window above the entrance. The front porch features two large planters filled with flowers. A stone pathway leads up to the entrance, surrounded by greenery and a paved driveway.
Flat in Albany
4.89 out of 5 average rating, 19 reviews

Spacious Albany Unit | 3 Queen + Twin | Sleeps 7+

Private, spacious basement suite with separate backyard entrance in quiet, upscale Loudonville. Features 1 bedroom, 1 bathroom with standing shower, 3 queen beds (1 with twin trundle), smart TV, projector with screen, dining table for 6, kids’ play area, large desk with dual monitors, and kitchenette with stove/oven, microwave, mini fridge, coffee maker, air fryer and sink. Self check-in via side walkway to the back basement door and a short flight of stairs inside.

Superhost
A spacious living area features a light-colored sectional sofa adorned with decorative pillows. A round mirror hangs on the wall, and a coffee table sits atop a textured area rug. A wall-mounted TV displays the Netflix logo, and a minimalist clock adds to the decor.
Flat in Watervliet
5 out of 5 average rating, 14 reviews

Bright & Comfortable 1 BR Apartment in Watervliet

This luxurious apartment in Watervliet offers the perfect balance of style, comfort, and functionality. Designed for both business and relaxation, it features a sleek, modern interior with high-end finishes throughout. A dedicated work den provides an ideal space for productivity, making this the perfect choice for those who need to blend work and leisure. The apartment is conveniently located with easy access to local attractions, dining, and key business areas.

Top guest favourite
The living area features a comfortable seating arrangement with a patterned armchair and a light-colored sofa accented by a vibrant throw. A side table is positioned next to the sofa, and a wall clock adds a decorative touch, while wooden flooring enhances the cozy ambiance.
Flat in Troy
4.96 out of 5 average rating, 123 reviews

Adorable Apartment - Near Emma Willard, RPI, Troy

Welcome to Cheri's house! You'll enjoy a private 1 bedroom apartment including a full size bed in the bedroom, living room with pull-out sofa and smart TV, full kitchen, bathroom and bonus work space or dining room. Off street parking, free WiFi and breakfast included. My home is a quick 5 min walk to Emma Willard School, 1.5 miles to RPI, and 2 miles to Russell Sage College. The unit is on the 2nd floor of an owner-occupied house. Please ask me any questions!

Top guest favourite
Home in Albany
5 out of 5 average rating, 18 reviews

Charming 2 BR home in Albany

Get ready for a wonderful stay at our uniquely styled home in one of Albany’s most charming neighborhoods. This cozy retreat features two comfortable bedrooms, two large TVs, and a dedicated workspace perfect for working remotely. The kitchen is fully stocked with essentials to make meal preparation easy and enjoyable. Start your morning with a cup of coffee on the enclosed porch, or unwind in the fenced backyard for a bit of fresh air and relaxation.

Popular amenities for Siena holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Albany County
  5. Siena