West Side vacation rentals
We found 89 vacation rentals — enter your dates for availability
Discover a selection of 7 apartments and other vacation rentals in West Side that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll have the amenities you expect and more, which might include a garden and pool. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
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Find the best place to stay - West Side

Family-Friendly 2BR with Parking Near NYC + Hospital
Sleeps 4 · 2 bedrooms · 1 bathroom

Family-friendly Stamford Downtown Delight
Sleeps 8 · 4 bedrooms · 3 bathrooms

Stylish Loft with Parking Near NYC + Hospital
Sleeps 4 · 1 bedroom · 1 bathroom

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Sleeps 3 · 1 bedroom · 1 bathroom

One-of-a-Kind Surfside Park was built Luxury Trailer – Cerritos, B.C.S.
Sleeps 5 · 1 bedroom · 1 bathroom

Cozy 3BR Stay in Stamford & Near Old Greenwich
Sleeps 6 · 3 bedrooms · 2 bathrooms
Top rated rentals - West Side

Excellent location for work & rest
I meant the space for an East Coast break in between business trips. The apartment was well appointed very clean, very comfortable and was in walking distance to everything I needed. I love the digital accessibility of the space and not having to carry a set of keys with me everywhere I went.
Melissa S.
Stayed Oct 2024

Close to the city without the burden of being in the city.
Ideal property to host family during the holiday. Not too far from NYC for day trips. Would definitely recommend this property for Spring/Summer as well.
Note: pool is not on property but available for community use.
Jeffrey D.
Stayed Nov 2024

Nice for privacy
Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!
Jill G.
Stayed Jun 2024
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of vacation rental in West Side?
In West Side, vacation rentals primarily consist of apartments, cottages, and vacation houses, with several options available in this charming area. Many of these properties feature modern amenities, including fully equipped kitchens, comfortable living areas, and outdoor spaces like patios or decks, which are great for enjoying the pleasant surroundings.
Are there any beach house rentals in West Side?
In West Side, Connecticut, there are several beach house rentals available, providing a charming getaway near the coastal areas. These rentals typically feature spacious living areas, fully equipped kitchens, and outdoor patios or decks that allow guests to enjoy the beautiful surroundings. Many properties are located close to local parks and scenic waterfronts, making them ideal for families or groups looking to relax by the beach.
How much does it cost to rent a vacation home in West Side?
Prices for vacation rentals in West Side vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in West Side to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for West Side vacation house rentals?
You can find great discounts on house rentals in West Side on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in West Side?
In West Side, Connecticut, popular vacation rental amenities include fully equipped kitchens, which allow travelers to prepare their own meals, and pet-friendly options, as many rentals permit both dogs and cats. Additional amenities often feature coffee and tea makers for convenient beverage preparation, as well as accommodations for service animals.
Can I find family house rentals in West Side?
In the West Side area of Connecticut, there are several family-friendly house rentals available. This neighborhood is known for its welcoming atmosphere and proximity to various parks and recreational spots, making it an excellent choice for families. Many homes in this region come equipped with spacious living rooms, fully stocked kitchens for preparing family meals, and outdoor spaces where children can play safely.Visitors can enjoy easy access to local attractions such as parks, playgrounds, and community centers, ensuring plenty of options for outdoor activities and family bonding time.
Are there any West Side vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in West Side with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in West Side?
In West Side, Connecticut, travelers can find several pet-friendly vacation rentals available for booking. The area features charming homes often equipped with amenities like spacious backyards, fully equipped kitchens, and cozy living areas, making them superb for families or groups traveling with pets.West Side offers a welcoming environment with easy access to local parks and outdoor spaces, allowing pets to enjoy the fresh air and ample room to roam. Nearby, visitors can explore various pet-friendly points of interest, including trails and parks that provide a great setting for walks and playtime.
Can I find long-stay vacation rentals in West Side?
A long-stay vacation rental in West Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit West Side for a vacation rental?
July marks the peak travel season in West Side, Connecticut, drawing visitors eager to relish the warm summer weather and vibrant local culture. This month is great for enjoying outdoor activities, from leisurely strolls along the picturesque coastline to attending various local festivals and events that showcase the area's charm.With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, July offers a comfortable climate for sightseeing and exploring the scenic beauty of West Side. Whether you're wandering through quaint shops or enjoying a meal at a waterfront restaurant, the lively option during this time enhances your vacation experience.For those seeking a more budget-friendly option, consider planning your visit in October. While this month falls outside of the bustling summer season, it presents an opportunity to experience the stunning autumn foliage, with vibrant hues painting the landscape. October offers a tranquil ambiance, great for cozying up in a vacation rental and enjoying the natural beauty of the area without the crowds.
Are there any remote work vacation rentals in West Side?
In West Side, Connecticut, travelers seeking remote work vacation rentals will find several options available. This neighborhood offers a variety of accommodations that cater to remote workers, featuring essential amenities such as free Wi-Fi, comfortable workspaces, and internet connectivity to ensure a productive stay. Many properties are designed with spacious living areas, allowing for a conducive work environment while still providing the comforts of home.Additionally, the area is conveniently located near local parks and recreational spots, superb for taking breaks and enjoying the outdoors. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a West Side vacation rental?
Book your West Side vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in West Side, Connecticut, United States of America?
In West Side, Connecticut, visitors can enjoy a variety of attractions that highlight the area's charm and natural beauty. One of the main draws is the beautiful Lake Mohegan, which offers opportunities for swimming, hiking, and picnicking along its scenic shores. The surrounding park features trails that cater to both casual walkers and more serious hikers, making it a great spot for outdoor activities.The West Side is also close to the historic downtown area of Fairfield, where visitors can explore quaint shops, cafes, and cultural sites. The nearby Penfield Beach provides a lovely coastal experience, superb for sunbathing and beach activities during the warmer months. Additionally, the area boasts several parks and recreational facilities, including the scenic Mill Hill Park, which offers walking paths and playgrounds for families.For those interested in history, the West Side is not far from the Fairfield Museum and History Center, where travelers can learn about the local heritage and community events.
Can I change or cancel my West Side home rental booking on Vrbo?
To find West Side vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the West Side vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.
Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
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