Sherwood vacation rentals

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August 2025

September 2025

Discover a selection of vacation rentals in Sherwood that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include a garden and pool. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Sherwood

Showing deals for:Nov 7 - Nov 14

434 Main Street with 2 entrances on front porch, one in back.

Exceptional

(24 reviews)

Gracious Guest House for Family Gatherings

Aurora, NY

26% off

All fees included

Chef's kitchen is equipped with double ovens, bar seating for 4, dishwasher

Exceptional

(9 reviews)

The Farmhouse at Aurora Brewing Company! Vineyard & Lake Views!

Aurora, NY

8% off

All fees included

Wonderful

(52 reviews)

Level Beach, Dock, Central Air, New Kitchen, Fantastic Views, Rowboat & Kayaks!

Auburn, NY

8% off

All fees included

Bonfire on the beach! Perfect for sunsets and early evenings on the water.

Exceptional

(44 reviews)

NEW! Lakefront Farmhouse in the heart of the Finger Lakes Wine Trail

Romulus, NY

8% off

All fees included

Wonderful

(11 reviews)

1 acre of level property, 339' of private waterfront and easy beach level access

Moravia, NY

8% off

All fees included

Gorgeous views of Cayuga Lake from every vantage point on the first floor.

Exceptional

(71 reviews)

Upscale Cayuga Lakefront - beautiful water access - on Finger Lakes Wine Trail

Seneca Falls, NY

8% off

All fees included

Gorgeous and expansive, this private beachfront has it all!

Exceptional

(44 reviews)

Historic Samuel Hopkins Adams 6bd/4 bath- Level lakefront Home sleeps 14!

Moravia, NY

8% off

All fees included

Wonderful

(106 reviews)

Spacious Lakefront Home for Large Groups, 2 Acres, Central AC, Kayaks, Boat Dock

Auburn, NY

8% off

All fees included

Wonderful

(14 reviews)

Private Studio, Great Back Yard, Fire Pit, in a Rural Farming Community

Auburn, NY

9% off

All fees included

Exceptional

(5 reviews)

Lakeview Getaway on Cayuga Wine Trail ~Fully Fenced Yard, 2 King Beds, Sunsets~

Union Springs, NY

12% off

All fees included

Exceptional

(238 reviews)

Log Cabin Retreat, Cayuga Wine Trail, Dogs Welcome, Open Year-round

Romulus, NY

9% off

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Sherwood

Cozy secluded villa-south skaneateles-hot tub, panoramic view, waterfalls, gorge

Sleeps 8 · 4 bedrooms · 2 bathrooms

Spacious Lakefront Home for Large Groups, 2 Acres, Central AC, Kayaks, Boat Dock

Sleeps 20 · 6 bedrooms · 2+ bathrooms

Unique Space-Great View, East side Sunsets a Plus -2 Nights or More :)

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Sherwood

Premier Host

Great Location

We had a great stay at this cute little cottage on the lake. Check in was seamless with all information provided well in advance. Well equipped kitchen as we ate in each night. We loved being on the water and enjoying the peaceful lake. The location was great for visiting both Seneca and Cayuga lakes. Highly recommend Taughannock Falls and Watkins Glen!

Diane R.

Stayed Jul 2025

Premier Host

Perfect for a girls getaway

The property is exactly as pictured. Its cute comfortable and super cozy. It feels like a little rustic oasis. It was exacy what we were looking for a nice place to enjoy eachothers company have long nights of catching up and unwinding in the hot tub and sitting on the he front porch. Comfortable seating space to relax in the morning before we headed out for the day. We opted to spend our days in Ithaca just 30 minutes a way with all of the shops and restaurants you could ask for. We did order pizza from Pats Pizza late night and it was good and the staff was amazing they deliver to the cottage.so you dont need to use door dash.Absolutely would come again.

Nicole F.

Stayed Jul 2025

Premier Host

Lovely, welcoming and comfortable!

From the moment we reserved the property, Karl and Pat were welcoming. From the homemade baked goods to the well stocked kitchen, laundry and bathrooms, everything was perfect! The house and surrounding area had lots of fun, little hidden gems!

Judith P.

Stayed Jul 2025

Welcome to Cayuga Lake Cabins, Log Cabin B, your home away from home!

Premier Host

rustic cabin getaway

Cute rustic cabin tucked away with a bit of property for kids and dog to play. Easy access from main road. Check in/check out was a breeze! Would have liked to have been closer to somewhere with direct lake access - we listened to workers cutting tree limbs down most of the time. Owners were very thorough with amenities provided and great to work with. We did not locate any sheets for the pullout couch - we thought that was included with the linens, but I guess we should have brought some extras with us. We made due. Overall, a great experience for a quick getaway.

Jaime W.

Stayed Jul 2025

Seneca Falls Vacation Rental | 3BR | 2BA | 1,600 Sq Ft | Steps to Enter

Great location with lake views

Cute place to stay which is 45 mins away from Ithaca. Loved the calm and the fact it was right next to Cayuga Lake. Saw deer and rabbit in the morning in the backyard when we woke up.

Kanika P.

Stayed Jul 2025

Multi-tier deck with beautiful lake views.

Another fabulous week at the lake

This was our third amazing stay at Doug and Veronica’s lake house. The house is perfectly equipped for our multi generational family. The six of us had plenty of room to spread out and relax. Mornings included coffee on the deck watching the sunrise over the lake. Evenings were wine by the firepit or on the Adirondack chairs on the dock. The kitchen is so well equipped we hosted a larger family dinner. The grill is clean and easy to use. The cornhole set was popular with the kids and their 73 year old grandma (me!) Smores by the wood firepit were yummy! The beds are all comfy and the air conditioning kept us cool on the hot days. Plenty of towels too. We especially love walking over to Buttonwood Winery across the street for wine slushies. Yum! It was a magical week and there is so much more to say, but trust me, if you want a relaxing week on Cayuga Lake with friends and family, choose this house. You will not be disappointed!

Elizabeth R.

Stayed Jun 2025

Romulus Vacation Rental | 3BR | 2.5BA | 1,030 Sq Ft | Stairs Required

Amazing Retreat On Cayuga Lake

The cabin-style home is beautifully appointed with warm, detailed woodwork throughout. The beds were very comfortable, and the spacious deck offers multiple seating areas with stunning views of the lake. We enjoyed relaxing around the campfire ring in the evenings. One of the highlights of our stay was fishing — my grandkids and I caught over a hundred perch right from the dock! The fishing kayaks were a fantastic addition, making it easy and enjoyable to paddle along the shoreline while casting a line. A wonderful getaway with everything we needed for a memorable family experience.

Steve & Jane Gahagen

Stayed Jun 2025

Premier Host

Relaxing AND adventurous!

We love staying at these hosts' properties. We've been repeat guests for multiple Summers. Their cottages are clean, updated, filled with everything we need and nothing we don't! It is so nice and relaxing to come to a fully equipped and well-appointed holiday home where we don't need to bring anything kitchen related with us except the groceries. We did a lot of cooking in the kitchen and on the grills on the decks (we rented both cottages at the same time this year), went out on the water even though it's definitely too cold for most folks this time of year, hung around in multiple hammocks on the properties, and enjoyed hot tea in the mornings on the deck chairs and then nice warm fires at night in the fire pits. S'mores! Hot cocoa! Stars! These properties had absolutely everything we needed to be a little adventurous and also have space to comfortably relax during our vacation and college reunion trip.

Rae H.

Stayed Jun 2025

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Find out more about Sherwood

Book a vacation rental for your Sherwood getaway

Experience the unique character of Sherwood with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Sherwood

Do you want to discover attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Sherwood a fun place to get away. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

Sheldrake Point Winery (7.8 mi / 12.6 km)
Thirsty Owl Wine Company (7.9 mi / 12.7 km)
Montezuma Winery (15 mi / 24.2 km)
Long Point Winery (4.7 mi / 7.6 km)
Lakeshore Winery (7.6 mi / 12.2 km)
Buttonwood Grove Winery (7.6 mi / 12.3 km)

Exploring the natural landscape of Sherwood

Whether you're looking for adventure or just want to appreciate the scenery, Sherwood is a great place to get out in nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

Long Point State Park - Finger Lakes (4.9 mi / 7.9 km)
Cayuga Lake (5.9 mi / 9.5 km)
Owasco Lake (9.6 mi / 15.5 km)
Emerson Park (10.8 mi / 17.4 km)
Cayuga Lake State Park (11.5 mi / 18.5 km)
Women's Rights National Historical Park (13.8 mi / 22.2 km)

How to get to and around Sherwood

The nearest airport is in Ithaca, NY (ITH-Tompkins Regional), located 20.5 mi (33 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Cortland, NY (CTX-Cortland County), which is 23.6 mi (37.9 km) away.

Frequently asked questions

What is the best area to stay in Sherwood when booking a vacation rental?

When considering a vacation rental in Sherwood, New York, a great area to stay is along the scenic shores of Skaneateles Lake. This picturesque village offers a charming atmosphere with a variety of vacation rental options, often featuring stunning lake views. The waterfront location allows easy access to activities like boating, fishing, and leisurely strolls along the shoreline, making it great for families and couples alike.

Another appealing neighborhood is the downtown area, where you can immerse yourself in local culture and cuisine. Here, the vibrant Main Street is lined with delightful shops, restaurants, and cafes, providing a lively backdrop for your stay. Nearby attractions include the beautiful Skaneateles Lake Park, where you can enjoy picnics and outdoor events, and the historic Skaneateles Theater, which hosts a variety of performances throughout the year.

Both areas boast a range of properties, from cozy cottages to modern homes, ensuring that you can find the great fit for your vacation needs.

How much does it cost to rent a vacation home in Sherwood?

Prices for vacation rentals in Sherwood 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 Sherwood 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 Sherwood vacation house rentals?

You can find great discounts on house rentals in Sherwood 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.

Can I find long-stay vacation rentals in Sherwood?

A long-stay vacation rental in Sherwood 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.

Are there any Sherwood vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Sherwood 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.

How early should I book a Sherwood vacation rental?

Book your Sherwood 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.

Can I change or cancel my Sherwood home rental booking on Vrbo?

To find Sherwood 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.

Are all fees included in the Sherwood 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.