Vacation rentals in Bold Rock

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Top-rated vacation rentals in Bold Rock

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Top guest favorite
A serene waterfront scene captures several boats anchored in calm waters, with a backdrop of trees showcasing autumn foliage. Vintage and modern homes are visible along the shore, creating a picturesque town ambiance along the shoreline.
Home in Cold Spring Harbor
4.98 out of 5 average rating, 134 reviews

Captain’s Cottage Water Views -3 Bdrm

Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Top guest favorite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in White Plains
4.93 out of 5 average rating, 157 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Top guest favorite
A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.
Apartment in Stamford
4.95 out of 5 average rating, 133 reviews

Luxurious 1BR Downtown Stamford

Step into your luxurious haven in the heart of downtown Stamford, where opulence seamlessly meets comfort and indulgence becomes your personal mantra. From the impeccable design and luxurious amenities to the prime location, every moment spent here is a celebration of the finer things in life. Treat yourself to an extraordinary stay, crafting memories that will linger in your heart for a lifetime . Welcome to a world where luxury knows no bounds, and warm hospitality eagerly awaits your arrival

Guest favorite
A bright living area is present, featuring a comfortable white sofa with blue accent pillows and a natural woven rug. A modern coffee table is placed in front, while large windows allow ample natural light. A fireplace adds a cozy focal point, complemented by a TV mounted above.
Home in Norwalk
4.97 out of 5 average rating, 114 reviews

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Guest favorite
A spacious living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table is positioned on a patterned rug, with the kitchenette visible in the background. Soft lighting and light-colored walls contribute to a bright and inviting atmosphere.
Guest suite in Stamford
4.77 out of 5 average rating, 193 reviews

Beach Walk Haven: 1 BR Lower Level

Welcome to your charming lower level one-bedroom Airbnb, perfectly situated within easy walking distance to the beach. Step into your private sanctuary and feel instantly at home. Immerse yourself in the coastal vibes as you take leisurely walks to the nearby beach, where you can soak up the sun, feel the sand between your toes, and revel in the soothing sounds of the waves. Embrace the coastal lifestyle and create unforgettable memories during your stay in this conveniently located apartment.

Top guest favorite
A modest wooden house features large glass doors that lead to a spacious deck. The surrounding green lawn is complemented by well-kept shrubs and trees. Sunlight casts a warm glow on the exterior, highlighting the structure's simple charm.
Guesthouse in Norwalk
4.99 out of 5 average rating, 155 reviews

1BR full cottage, 1 min walk to private beach

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

Top guest favorite
A person stands on a paddleboard in calm waters, silhouetted against a vibrant sunset. The sun hovers low on the horizon, casting golden reflections on the water's surface. Soft clouds are visible in the evening sky, enhancing the serene atmosphere.
Home in Bayville
5 out of 5 average rating, 17 reviews

Primary Beachfront house

Location, Location, Location! It is on the SCENIC Long Island sound! This beautifully 3,500 sq ft beach-facing home offers peace, comfort, and stunning views. With spacious living rooms on both levels and an oversized balcony perfect for dining or relaxing. Enjoy direct access to the beach and water. The home is within walking distance to numerous restaurants, parks, and local attractions—ideal for exploring on foot. The on-site building manager is always ready to assist you.

Guest favorite
A modern kitchen is characterized by wood and gray cabinetry, featuring stainless steel appliances and a spacious countertop. Natural light floods the area through a skylight and a window, with a small dining table placed against the wall, enhanced by a collection of kitchenware on display.
Loft in Stamford
4.93 out of 5 average rating, 226 reviews

Luxury Loft Apt. with easy access to NYC & CT

Gorgeous and modern 2 bedroom apartment in Harbor Point area. Walking distance to the train station , restaurants, parks, shops, waterfront boardwalk and just 48 minutes from the Big Apple. Few minutes drive to downtown. A large kitchen and laundry with everything you may need and a spacious living room with 48 inch TV cable access and internet.The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay to ensure your safety.

Superhost
A well-lit living room features a light-colored sofa adorned with cushions, paired with a wooden coffee table. A television is mounted on the wall, while a glass-fronted cabinet displays decorative items. Light streams through large windows, highlighting the warm wooden floor.
Home in Stamford
4.83 out of 5 average rating, 198 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favorite
The balcony features a charming outdoor dining set with a table and two folding chairs. A spread of sliced bread, apples, and glasses of sparkling drink is arranged, overlooking a view of downtown Stamford, with a mix of buildings and greenery visible in the distance.
Apartment in Stamford
4.9 out of 5 average rating, 138 reviews

Honey Spot Studio | Downtown City Views

Enjoy a stylish experience at this centrally-located spot in the heart of downtown Stamford. Walk downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! A short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment.

Top guest favorite
A wooden deck is shown with two lounge chairs and a small table. A grill is visible in the background, with lush greenery surrounding the area. Large glass doors lead into the interior of the home, creating a seamless connection between indoor and outdoor spaces.
Home in Stamford
4.97 out of 5 average rating, 29 reviews

Modern Tranquil Home In Connecticut- 40 min to NYC

Tastefully designed Connecticut home situated on a lovely, wooded acre within minutes to downtown Stamford. Great for commuting or a retreat from NYC. This fully equipped 3 BR, 2 1/2 bath house with its manicured fenced-in garden and wooden deck is perfect for relaxing and grilling. Property is located on a quiet cul-de-sac, safe for walking and jogging. Ideal for short and long term executives, vacationers and locals who are renovating.

Guest favorite
A spacious bed is adorned with soft neutral linens and decorative pillows in warm tones. Light-colored side tables with lamps are placed on each side, and framed beach photographs are displayed on the wall above. A mirror reflects the inviting atmosphere in the room.
Apartment in Stamford
4.96 out of 5 average rating, 115 reviews

Cozy King BR | Walk to beach | Close to downtown

Welcome to the Lounge on Webb! Your cozy, little private oasis! It’s the perfect stay located just 10 minutes from Stamford’s downtown area and walking distance to Cove Beach and Chelsea Piers. Conveniently located just 40 minutes from NYC by train or car, you can spend your day exploring the Big Apple! Whether you’re here for business or leisure, this apartment provides the perfect blend of comfort and convenience!

Popular amenities for Bold Rock vacation rentals