Best Vacation Homes in Cos Cob
6 Guests
3 Bedrooms
2 Bathrooms
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
AU $603/Night
For 7 Nights AU $4,221
1151.74 ft²
5 Guests
2 Bedrooms
2 Bathrooms
Pet Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
AU $354/Night
For 7 Nights AU $2,477
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $334/Night
For 7 Nights AU $2,339
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $203/Night
For 7 Nights AU $1,418
828.82 ft²
3 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
AU $480/Night
For 7 Nights AU $3,361
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
AU $300/Night
For 7 Nights AU $2,098
550 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
AU $449/Night
For 7 Nights AU $3,146
1010 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Balcony/Terrace
- Kitchen
- Parking
AU $752/Night
For 7 Nights AU $5,262
Cos Cob Luxury Rentals
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $3,755/Night
For 7 Nights AU $26,282
3713.55 ft²
12 Guests
6 Bedrooms
5 Bathrooms
Free Cancellation
Villa
- Fireplace/Heating
- Balcony/Terrace
- View
AU $3,747/Night
For 7 Nights AU $26,229
12 Guests
6 Bedrooms
4 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
AU $3,236/Night
For 7 Nights AU $22,651
12 Guests
6 Bedrooms
6 Bathrooms
Pet Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
AU $2,988/Night
For 7 Nights AU $20,919
10 Guests
6 Bedrooms
6 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $2,711/Night
For 7 Nights AU $18,976
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Private Pool
- Hot Tub
- Fireplace/Heating
AU $2,697/Night
For 7 Nights AU $18,877
3000 ft²
6 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
AU $1,927/Night
For 7 Nights AU $13,486
3050 ft²
5 Guests
3 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
AU $1,694/Night
For 7 Nights AU $11,856
Cos Cob Pet Friendly Vacation Rentals
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $476/Night
For 7 Nights AU $3,332
796.53 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Apartment
- Spa
- Fireplace/Heating
- Balcony/Terrace
AU $454/Night
For 7 Nights AU $3,179
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Breakfast
- Pet Friendly
AU $293/Night
For 7 Nights AU $2,051
3 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $401/Night
For 7 Nights AU $2,808
1044.1 ft²
5 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
AU $408/Night
For 7 Nights AU $2,855
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $389/Night
For 7 Nights AU $2,721
775 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
AU $493/Night
For 7 Nights AU $3,452
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Kitchen
AU $253/Night
For 7 Nights AU $1,774
Cos Cob Large Vacation Homes
3000 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $1,661/Night
For 7 Nights AU $11,627
1743.75 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Villa
- Fireplace/Heating
- Balcony/Terrace
- View
AU $558/Night
For 7 Nights AU $3,909
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $1,380/Night
For 7 Nights AU $9,664
850.35 ft²
5 Guests
1 Bedroom
1 Bathroom
Villa
- Fireplace/Heating
- Balcony/Terrace
- View
AU $251/Night
For 7 Nights AU $1,759
8 Guests
5 Bedrooms
5 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
AU $853/Night
For 7 Nights AU $5,969
11 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
AU $1,038/Night
For 7 Nights AU $7,268
5100 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
AU $637/Night
For 7 Nights AU $4,462
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
AU $1,258/Night
For 7 Nights AU $8,809
Why Choose Rent By Owner for your Cos Cob Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Cos Cob
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the area's natural beauty and local events at their best during your stay.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you can enjoy pleasant weather and longer daylight hours, making it ideal for exploring the scenic landscape of the area. Expect higher demand for vacation rentals as visitors flock here to embrace the warm, inviting climate.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
This season offers comfortable temperatures and beautiful fall foliage, attracting travelers seeking an authentic seasonal experience in the region. Availability of vacation rentals may be limited due to increased popularity during these months.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Mid Winter (January to February)
The quiet winter months provide a peaceful retreat, with fewer tourists and more flexibility when booking your vacation rentals. Cold weather is typical, but this time offers a cozy atmosphere and less crowded accommodations.
Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
Late Fall (November to December)
As the region transitions into the colder months, you'll find fewer visitors and easier access to vacation rentals. This period is perfect for those seeking a tranquil escape before the holiday season gets busy.
Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F
Weekly Weather Forecast for Cos Cob
How to Book Your Cos Cob Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Cos Cob
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas perfect for relaxing and dining al fresco.
- Take advantage of private or shared gardens to unwind amidst natural surroundings.
- Make use of a barbecue grill for outdoor cooking during your stay.
- Benefit from spacious patios or decks ideal for gatherings with family and friends.
- Explore access to nearby waterfronts or scenic views of the local river or harbor.
- Utilize outdoor recreational facilities such as tennis courts or walking trails if available.
- Experience the tranquility of well-maintained lawns or green spaces in the region.
Top Attractions Around Cos Cob
What attractions are nearby?
In the area, you can enjoy a variety of outdoor activities and explore scenic walking trails that highlight the natural beauty of this destination's surroundings.
Family Activities
- Cos Cob Park: Spend quality time outdoors with your family at this scenic park featuring walking trails, play areas, and picnic spots perfect for a relaxing day in the region.
- The Bruce Museum: Discover engaging exhibits that cater to all ages, offering educational fun just a short drive from your vacation rental here.
- Great Country Farms: Enjoy farm-fresh activities, pick-your-own fruit experiences, and interactive demonstrations that create memorable outings for families visiting the area.
- Clapp Park: Explore the lovely waterfront setting with playgrounds, open fields, and beautiful views, making it an ideal spot for family gatherings in this destination.
Adult Activities
- Stamford Museum & Nature Center: Explore this cultural hub offering art exhibits and nature trails, perfect for enriching your visit to the region.
- Binney Park: Enjoy a leisurely stroll or picnic in this scenic park that provides beautiful views and tranquil surroundings close to your vacation rental.
- Sheffield Island Lighthouse: Take a ferry to this historic lighthouse, where you can learn about maritime history and enjoy stunning views of Long Island Sound.
- Harbor Point District: Discover waterfront dining, boutique shopping, and vibrant entertainment options within easy reach of here, making it ideal for adult outings.
Other Places to Stay in Cos Cob, CT
Strickland Road Historic District
Bush Holley House Museum
Cos Cob Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Markets: Take the time to discover the area's charming restaurants and farmers' markets to enjoy authentic regional flavors during your stay.
- Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor excursions such as walking along scenic trails or relaxing by nearby waterways.
- Utilize Convenient Transportation Options: Familiarize yourself with local transit or rental services to easily navigate around here and access key attractions effortlessly.
- Connect with the Community: Engage with local events or visit community spots to enrich your experience and gain insights into the area's unique culture and history.
Transportation Options
- Metro-North Railroad: You can easily access commuter train services connecting to New York City and beyond, making it convenient to explore the region from here.
- Connecticut Transit Bus Service: Local buses provide reliable transportation around this area and nearby towns, offering an affordable way to get around during your stay.
- Private Car Rentals: Renting a car gives you the flexibility to explore the region at your own pace, especially convenient for reaching secluded beaches or scenic spots.
- taxis and Rideshare Services: Rideshare options like Uber and Lyft operate in this destination, providing quick and comfortable transportation within the area and to neighboring attractions.
Local Customs Options
- Local Seafood Dining Etiquette: You’ll notice that enjoying fresh seafood is a local tradition, with diners often sharing dishes family-style in a relaxed, communal atmosphere.
- Historical Celebrations: Participating in or observing regional festivals and parades highlights the area's deep-rooted history and community spirit throughout the year.
- Respect for Waterfront Practices: Given the region’s proximity to water, it’s customary to respect boating and fishing traditions that are integral to the local way of life here.
- Seasonal Agricultural Festivals: Engaging in local harvest festivals allows visitors to experience the region’s agricultural roots firsthand during your stay.
Frequently Asked Questions About Cos Cob?
1. What are the top vacation rentals in Cos Cob?
There are a lot of options in Cos Cob. If you plan on staying in the Cos Cob area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cos Cob:
- Lower Lvl Private 2BR/1BA Family/Pet Friendly
- Lovely 2 bdrm apt w/parking and outdoor sitting
- Boutique Stay 2C in Heart of Downtown
- Penthouse Perfection: with Unmatched Skyline Views
- Boutique Stay 2D in Heart of Downtown
- Greenwich, CT Hotel Alternative Completely Renovated High End Townhouse
- Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
- Spacious 5BR Old Greenwich Village Home - Walk/Bike to Beach, Train to NYC
- Best hotel alternative for big group, near train
- The Gallery in Downtown Stamford
2. How many vacation rentals have private pools in Cos Cob?
There are 6 vacation rentals with private pools near Cos Cob. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Cos Cob are best for families?
If you are looking for a family-friendly vacation home in Cos Cob, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Cos Cob:
4. How many Rentbyowner vacation rentals are available in Cos Cob?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 316 in the Cos Cob area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cos Cob.
5. What is the cancellation policy for vacation rentals in Cos Cob, Connecticut?
Cancellation policies vary by listing, so it's important to review the specific terms detailed in each property’s description before booking. You can also contact the property owner directly for clarification on their cancellation procedures.
6. How do I ensure the vacation rental I choose has the amenities I need?
Each listing provides a detailed list of amenities available at the property. To ensure it meets your needs, carefully read through these details and reach out to the owner if you have any specific requirements or questions.
7. Are there any additional fees associated with booking a vacation rental in this area?
Additional fees such as cleaning fees, service charges, or security deposits are typically outlined in the listing details. Be sure to review all costs before confirming your reservation to avoid surprises.
8. What should I know about check-in and check-out procedures for properties here?
Check-in and check-out instructions are specified in each listing, often including details about key collection or access codes. Contact the host directly if you need further clarification or have special arrival requests.
9. Is it possible to modify or cancel my reservation if my plans change?
Modifications and cancellations depend on the individual property's policy. Review the specific cancellation and modification terms on the listing page and communicate with the property owner if your plans change.
Cos Cob Top Rated Vacation Rentals
754 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Private Pool
- Fireplace/Heating
- Pool
AU $474/Night
For 7 Nights AU $3,315
731.94 ft²
9 Guests
20 Bedrooms
2 Bathrooms
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
AU $747/Night
For 7 Nights AU $5,228
1 Bedroom
1 Bathroom
Ocean View
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
AU $423/Night
For 7 Nights AU $2,963
342.79 ft²
40 Guests
19 Bedrooms
19 Bathrooms
Group Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $598/Night
For 7 Nights AU $4,184
AU $440/Night
For 7 Nights AU $3,081
1 Bedroom
1 Bathroom
Ocean View
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
AU $337/Night
For 7 Nights AU $2,356
473.61 ft²
16 Guests
159 Bedrooms
2 Bathrooms
Family Friendly
Hotel
- Private Pool
- Spa
- Pool
AU $429/Night
For 7 Nights AU $3,004
344.45 ft²
16 Guests
20 Bedrooms
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
AU $377/Night
For 7 Nights AU $2,636
