Best Vacation Homes in Greenwich
![Peaceful lakeside retreat in Greenwich [2BR, 1BA]](https://imgservice.rentbyowner.co.uk/640x287/peaceful-lakeside-ret-us-greenwich-ha-3214412085-0.jpg)
Apartment
2 Bedrooms
1 Bath
2 Guests
Fireplace/Heating
Ocean View
Balcony/Terrace
View
£300/Night
7 Nights - £2,098
House
7.0(1 Review)
2 Bedrooms
2 Baths
4 Guests
172.22 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Parking
£198/Night
7 Nights - £1,389
Bed & Breakfast
9.6(165 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
£174/Night
7 Nights - £1,220
New
Condo
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
£384/Night
7 Nights - £2,686
Apartment
3.0(1 Review)
1 Bedroom
1 Bath
3 Guests
602.78 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Parking
£223/Night
7 Nights - £1,559
House
10.0(18 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
Kitchen- Parking
- Air Conditioner
£166/Night
7 Nights - £1,164
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
2 Guests
550 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£213/Night
7 Nights - £1,493
House
10.0(12 Reviews)
1 Bedroom
1 Bath
2 Guests
550 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
£210/Night
7 Nights - £1,471
Greenwich Luxury Rentals
House
10.0(5 Reviews)
6 Bedrooms
6 Baths
11 Guests
7000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£4,057/Night
7 Nights - £28,402
Villa
6 Bedrooms
5 Baths
12 Guests
3713.55 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
£1,955/Night
7 Nights - £13,685
House
6 Bedrooms
4 Baths
12 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£1,728/Night
7 Nights - £12,099
House
6 Bedrooms
6 Baths
12 Guests
Hot Tub- Fireplace/Heating
- Pet Friendly
- Air Conditioner
£1,584/Night
7 Nights - £11,085
House
10.0(2 Reviews)
3 Bedrooms
4 Baths
5 Guests
3050 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£884/Night
7 Nights - £6,186
Condo
4.0(1 Review)
2 Bedrooms
2 Baths
1 Guest
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£868/Night
7 Nights - £6,075
Condo
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Ocean View
- View
- Pet Friendly
£821/Night
7 Nights - £5,745
House
6 Bedrooms
6 Baths
8 Guests
6850 ft²
Private Pool- Oceanfront
- Fireplace/Heating
- Pool
£706/Night
7 Nights - £4,945
Greenwich Pet Friendly Vacation Rentals
Cottage
10.0(6 Reviews)
2 Bedrooms
2 Baths
7 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£571/Night
7 Nights - £3,999
Hotel
9.2(50 Reviews)
1 Bath
355.21 ft²
Spa- Fireplace/Heating
- Balcony/Terrace
- Breakfast
£303/Night
7 Nights - £2,123
Apartment
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£253/Night
7 Nights - £1,769
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
£221/Night
7 Nights - £1,544
Apartment
2.0(1 Review)
1 Bedroom
1 Bath
3 Guests
600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£251/Night
7 Nights - £1,755
Condo
10.0(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
1440 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£703/Night
7 Nights - £4,924
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£199/Night
7 Nights - £1,391
House
9.8(12 Reviews)
2 Bedrooms
2 Baths
6 Guests
1300 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
£498/Night
7 Nights - £3,488
Greenwich Large Vacation Homes
House
5 Bedrooms
5 Baths
8 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£445/Night
7 Nights - £3,114
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
11 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£679/Night
7 Nights - £4,753
House
9.8(8 Reviews)
5 Bedrooms
4 Baths
8 Guests
5500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
£932/Night
7 Nights - £6,523
House
4 Bedrooms
4 Baths
11 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£2,224/Night
7 Nights - £15,570
House
5.0(9 Reviews)
5 Bedrooms
7 Baths
10 Guests
4000 ft²
- Private Pool
- Pool
- Kitchen
- Air Conditioner
£615/Night
7 Nights - £4,308
House
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
£274/Night
7 Nights - £1,918
House
6 Bedrooms
7 Baths
12 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£1,335/Night
7 Nights - £9,342
Other
2.0(1 Review)
7 Bedrooms
7 Baths
13 Guests
5800 ft²
- Private Pool
- Spa
- Fireplace/Heating
- Pool
£852/Night
7 Nights - £5,963
Why Choose Rent By Owner for your Greenwich 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.
Popular Areas for Greenwich Vacation Rentals
Where are the best neighborhoods to stay in Greenwich?
When choosing where to stay in Greenwich, Connecticut, you'll find neighborhoods that perfectly blend charm and convenience. From the tranquil residential streets to lively districts with easy access to local amenities, each area offers a unique experience tailored to your preferences. Whether you prefer a peaceful retreat or a lively community atmosphere, exploring the neighborhoods in Greenwich will help you discover the ideal setting for your getaway. Enjoy the seamless booking process and reliable options that make your stay in Greenwich both memorable and hassle-free.
North Stamford
In this part of the region, you can enjoy a tranquil setting while exploring the nearby natural landscapes and local amenities. It's an ideal spot to find comfortable vacation rentals that offer both convenience and a peaceful retreat.
View 275+ Rentals in North StamfordBest Times to Visit Greenwich
When should you plan your Vacation Rentals stay?
Choosing the ideal time to vacation in Greenwich ensures you experience the area's natural beauty and local charm at its best, whether you're seeking vibrant seasonal events or tranquil retreats during quieter months.
Peak Season Highlights
Summer (June to August)
During the peak summer months, you can enjoy longer daylight hours and warm weather, making it ideal for exploring the scenic outdoors and local culture of this destination.
Average Temperature Daytime: around 80°F - Nighttime: around 65°F
Fall (September to November)
The fall season offers vibrant foliage and mild temperatures, attracting visitors who want to experience the natural beauty of the region during its most colorful time of year.
Average Temperature Daytime: around 70°F - Nighttime: around 50°F
Off-Season Highlights
Winter (December to February)
With colder temperatures and fewer crowds, winter is a peaceful time to enjoy cozy stays and explore indoor attractions in this area.
Average Temperature Daytime: around 40°F - Nighttime: around 25°F
Early Spring (March to April)
Before the full bloom of spring, early spring offers quieter surroundings and still mild weather, perfect for those seeking a more relaxed visit.
Average Temperature Daytime: around 50°F - Nighttime: around 35°F
Weekly Weather Forecast for Greenwich
How to Book Your Greenwich 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 Greenwich
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 dining with a private patio or grill area to make the most of your visit.
- Take advantage of beautifully landscaped gardens or lawns for relaxing or outdoor activities.
- Make use of a spacious backyard ideal for family gatherings or outdoor play.
- Benefit from access to communal swimming pools or hot tubs during certain seasons.
- Relax on a charming porch or veranda that offers peaceful views of the surrounding scenery.
- Explore scenic walking trails or paths directly accessible from the property.
- Experience the comfort of a fire pit area perfect for evenings outdoors with friends or family.
Top Attractions Around Greenwich
What attractions are nearby?
In this charming destination, you can enjoy a variety of outdoor activities and cultural experiences just moments from your vacation rentals, allowing you to immerse yourself in the best that the area has to offer.
Family Activities
- Greenwich Point Park: Enjoy a family picnic and a day at the beach in this scenic park, offering stunning views of the Long Island Sound and easy access for children to play along the shoreline.
- The Maritime Center at Greenwich: Explore maritime history through engaging exhibits and hands-on activities that entertain and educate children about the area’s nautical heritage.
- Bruce Museum of Arts and Science: Discover art and natural science under one roof with interactive exhibits and family-friendly programs designed to inspire curiosity in young visitors.
- : Relax and play in this lush green space featuring walking trails, playgrounds, and open areas perfect for family outings and outdoor fun.
Adult Activities
- Visit the Greenwich Point Park: Relax and enjoy outdoor activities like walking along the shoreline or picnicking in this scenic coastal park that offers stunning views of Long Island Sound.
- Explore the Bruce Museum: Discover a blend of natural history, science, and art exhibits that provide an enriching experience right in the heart of the area.
- Experience the Greenwich Avenue Shopping: Indulge in upscale boutiques, charming cafes, and unique shops in this vibrant shopping district known for its fashionable atmosphere.
- Attend a performance at the Greenwich Symphony: Enjoy live classical music concerts that showcase talented local and regional performers within this culturally rich destination.
Other Places to Stay in Greenwich, CT
Griffith E. Harris Golf Course
Audubon Center
Stanwich Club
Bruce Museum of Arts and Science
Putnam Cottage
Cavalier Galleries
Greenwich Avenue Historic District
Greenwich Avenue
Greenwich Ferry Dock
Flinn Gallery at Greenwich Library
Greenwich Municipal Center Historic District
Greenwich Hospital Association
Greenwich Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of nearby cultural and natural sites to maximize your experience in this scenic region.
- Plan Your Transportation: Arrange reliable transportation options in advance to easily access key areas and avoid unnecessary delays.
- Enjoy Culinary Delights: Discover the area's diverse dining scene to indulge in local flavors and enhance your stay.
- Book Thoughtfully: Secure your preferred vacation rentals early for a seamless experience, ensuring comfort and convenience during your visit.
Transportation Options
- Greenwich Metro-North Railroad Station: This commuter rail service offers convenient access to New York City and other regional destinations, making it easy to explore beyond this scenic area.
- Local Bus Services: Numerous bus routes operate within the region, providing affordable and reliable transportation options for getting around here efficiently.
- Taxi and Rideshare Services: Taxis and popular rideshare apps are readily available in this destination, offering flexible transportation directly from your vacation rental.
- Car Rentals: Having a rental car allows you the freedom to explore the region at your own pace, with several local providers conveniently located nearby.
Local Customs Options
- Greenwich Village Fair: During the local fair, you'll find traditional crafts and foods that reflect the area's rich cultural heritage.
- Seafood Dining Etiquette: When dining at waterfront establishments, it's customary to enjoy fresh seafood with a respectful nod to maritime traditions.
- Seasonal Decorations: The region celebrates changing seasons with festive decorations that honor its historical seasonal customs.
- Community Celebrations: Participating in neighborhood parades and gatherings offers insight into the community-centered spirit of Greenwich here.
Frequently Asked Questions About Greenwich?
1. What are the top vacation rentals in Greenwich?
There are a lot of options in Greenwich. If you plan on staying in the Greenwich area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Greenwich:
- Quaint duplex with private yard. Walk to beach, dining, & shopping!
- 2nd Floor, 1 Br/1 Ba With Sofa Bed In The Living Room
- Boutique Stay 2C in Heart of Downtown
- Boutique Stay 2D in Heart of Downtown
- Best hotel alternative for big group, near train
- Riverfront Cottage w/Heated Pool, Hot Tub & Fireplace, 35 min to NYC
- Mansion in Greenwich with private lake and river
- Modern Apartment 5 min from train/beach Greenwich
- Tranquil modern upstairs apt. Walk to restaurants & beach! Off-street parking,
- Modern charming country cottage for long term availability
2. Which vacation homes in Greenwich are best for families?
If you are looking for a family-friendly vacation home in Greenwich, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Greenwich:
3. How many Rentbyowner vacation rentals are available in Greenwich?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 82 in the Greenwich 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 Greenwich.
4. What is the cancellation policy for vacation rentals in Greenwich, Connecticut?
Cancellation policies vary by property, so it's essential to review the specific listing details or contact the owner directly to understand the applicable terms and any potential fees.
5. Are there any special requirements or deposits needed when booking a vacation rental in the area?
Some properties may require security deposits or additional fees. To ensure a smooth booking process, check the listing for specific requirements or reach out to the owner for clarification.
6. How do I find the most suitable vacation rental in Greenwich that meets my needs?
Utilize the search filters and read guest reviews on the listing page to identify a property that aligns with your preferences, including location, amenities, and budget.
7. What should I know about checking in and checking out of vacation rentals here?
Check-in and check-out procedures vary by property; details are typically provided in the listing. Contact the owner if you need specific instructions or have scheduling concerns.
8. Is it possible to modify or extend my stay at a vacation rental in this destination?
Modifications or extensions depend on the owner's policies and current availability. Reach out directly to the host to discuss your plans and obtain confirmation.
Greenwich Top Rated Vacation Rentals
Hotel
9.7(25 Reviews)
19 Baths
342.79 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
£312/Night
7 Nights - £2,183
House
2.0(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£71/Night
7 Nights - £498
House
4 Bedrooms
2 Baths
8 Guests
- Pool
- Pet Friendly
- Air Conditioner
- Internet
£740/Night
7 Nights - £5,177
