
Vacation rentals in Bold Rock
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Top-rated vacation rentals in Bold Rock
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Costal Coziness: 1BR Retreat near beach.
Welcome to your cozy private getaway, nestled within a charming multifamily home just a short walk away from the beach. This delightful one-bedroom unit offers a serene retreat for your beachside escape. Relax in the spacious living room, complete with a comfortable seating area and a convenient kitchenette. The queen-size bed in the private bedroom ensures a peaceful night's sleep. Embrace the coastal vibes and enjoy the convenience of beachside living in this inviting and well-appointed unit.
4.81 out of 5 average rating, 127 reviews
Gem by the water+ firepit and all fenced backyard
An episode of The Curious Case of… was filmed right here at the property. Stay where the cameras rolled and experience the same atmosphere that caught the producers’ attention. One block away from the water & 3 blocks away from Dolphin Cove. Enjoy walking and site-seeing. 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. The house has also a lower-level unit.
4.83 out of 5 average rating, 222 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
4.94 out of 5 average rating, 146 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.
4.98 out of 5 average rating, 148 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.
4.99 out of 5 average rating, 173 reviews
Bright Modern Suite w/ Kitchenette
Please note - this is a suite style room in a house with a shared common area kitchen and laundry area. Brand-new private suite designed for comfort, privacy, and productivity. Perfect for travel healthcare staff and professionals seeking a modern, quiet stay. • Private bathroom • Kitchenette • New furniture & décor • Dedicated workspace • Private deck • Heating & cooling • Fast WiFi + Smart TV 5-min walk to Glenbrook Station for easy NYC access and a short drive to multiple hospitals.
5.0 out of 5 average rating, 15 reviews
5BR Beach House, Game Room + Huge Backyard
Escape to this spacious 5-bedroom Shippan beach home, designed for families and groups to relax, reconnect and have fun together. Just a short walk from West Beach, the home features a huge private fenced backyard, two large decks, fire pit, game room, pool table, ping pong, foosball and plenty of indoor and outdoor space for everyone to spread out Located just minutes from Downtown Stamford and Metro-North, it’s an ideal home base for family getaways, group stays and corporate retreats
4.94 out of 5 average rating, 108 reviews
Modern Luxury 1BR | Heart of Downtown Stamford
Fully renovated modern 1BR plus Sleeper Sofa with Queen Gel Mattress in the heart of Downtown Stamford with a private entrance for added privacy and a boutique-style feel. Just one block from top restaurants, bars, Supermarket, pharmacy, movie theaters, and parks. Walking distance to Metro-North for fast, easy NYC access. Enjoy free private parking, a fully equipped kitchen for all your needs, washer/dryer, a stylish, cozy space designed for comfort, convenience, and a seamless stay.
4.9 out of 5 average rating, 30 reviews
Modern Luxe 1BR Apt in Downtown Stamford
This super clean cozy space will be your home away from home. Located in the heart of Downtown Stamford within walking distance to shopping area, restaurants and bars. 3 minutes from the I-95 and 4 minutes from the Metro North Stamford Station with easy access to NYC. This luxury apartment has all the essentials you’ll need to rest, relax and rejuvenate. Enjoy seamless check in with key lock, fast internet, and major essentials. You’ll have access to a fitness center and rooftop.
4.86 out of 5 average rating, 179 reviews
Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger
Located just a short train ride away from NYC, walking distance to Cove Island Beach Park and Chelsea Piers. Approximatly 1.7 mi from downtown Stamford and train station. Step into our modern, spacious retreat, offering 3 beautifully designed bedrooms, a convenient 1.5 bathroom setup, a private patio with a motorized awning, fire-pit, BBQ grill and hot tub. Apartment is loaded with all the amenities to make your stay enjoyable and convenient. Pets allowed approval required.
4.99 out of 5 average rating, 88 reviews
Seashell Bungalow | 3 Bed 1 Bath | Beach House
Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!
4.98 out of 5 average rating, 121 reviews
Stamford’s Island Inspired Efficiency
This island-themed efficiency apartment offers comfort, style and convenience. After waking up on the memory foam mattress and before enjoying all the conveniences that downtown Stamford has to offer, or taking the nearby train to Manhattan, start your day by waking up to turquoise waters and seashells, sipping on different flavors of coffee or tea, and snacking on the light breakfast items provided.
4.85 out of 5 average rating, 120 reviewsPopular amenities for Bold Rock vacation rentals
Other great vacation rentals in Bold Rock

A-Frame Loft Near Metro-North | Queen + Kitchen
4.96 out of 5 average rating, 24 reviews
Fox Run 4 bedroom Private House
4.93 out of 5 average rating, 80 reviews
Cozy 3BR Stay in Stamford & Near Old Greenwich
5.0 out of 5 average rating, 14 reviews
Spacious. Water Views & Access. Steps to Beach.
4.94 out of 5 average rating, 72 reviews
Stylish Studio Minutes to Train U5
5.0 out of 5 average rating, 17 reviews
Beautifully Renovated 1Bd near Quingley/Cove Beach
4.84 out of 5 average rating, 106 reviews
Convenient and Cozy Antique Cape
4.8 out of 5 average rating, 251 reviews
Private entrance, private bathroom, quiet zone.
4.72 out of 5 average rating, 214 reviewsDestinations to explore
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