
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
1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!
4.91 out of 5 average rating, 146 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, 220 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, 147 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
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.
4.96 out of 5 average rating, 28 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, 178 reviews
A-Frame Loft Near Metro-North | Queen + Kitchen
Fully Private A-frame loft in a leafy Stamford neighborhood—walk to Springdale Metro-North and the Hope Street dining strip. Direct NYC trains reach Grand Central in ~50 min. Inside: queen bed under vaulted ceilings, fully equipped kitchen, separate lounge with smart TV, full bath. Self check-in, free driveway parking, fast WiFi. Quick drive to downtown Stamford, Bartlett Arboretum, and the waterfront. Perfect for couples, remote workers, and NYC weekenders seeking a peaceful base.
4.96 out of 5 average rating, 24 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, 120 reviews
5BR Coastal Home, Walk to Beach, Private Yard
Make yourself at home in this bright 5-bedroom getaway just a short walk from Cove Beach and Park. Enjoy a private fenced yard, game room, fire pit and plenty of ways to spend time together—whether you’re here for a family trip, weekend with friends or an extended stay. Downtown Stamford is just a few minutes away, while the beach, waterfront trails, playgrounds and recreational areas are close enough to enjoy throughout your stay.
4.94 out of 5 average rating, 137 reviews
Stylish King Studio Minutes to Train U1
‣ Fully Furnished 1 Bedroom with functional kitchenette and living room ‣ Shared kitchen and laundry area ‣ High-speed Internet ‣ Smart TV (no cable) ‣ walking distance to Glenbrook Train Station ‣ Central Location ‣ Easy access to route 1, the Merritt Parkway, and I-95 ‣ 5 to 10 minutes drive from downtown Stamford, Harbor Point and the main Stamford train station ‣ Within easy walk to restaurants
4.9 out of 5 average rating, 21 reviewsPopular amenities for Bold Rock vacation rentals
Other great vacation rentals in Bold Rock

Bright Modern Suite w/ Kitchenette
5.0 out of 5 average rating, 15 reviews
Solara – Luxury 1BR Downtown
5.0 out of 5 average rating, 48 reviews
Spacious. Water Views & Access. Steps to Beach.
4.94 out of 5 average rating, 72 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
The Gallery in Downtown Stamford
4.99 out of 5 average rating, 73 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 reviewsDestinations to explore
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