Search Cottages in Greenwood

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 35 Cottages in Greenwood with updated reviews, rates, and availability.

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Exterior
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
10.0 out of 10, Exceptional, (103)
"Adorable house! So many windows, great view from all of them but you never feel like the neighbors are watching. The master bed placement is perfect. Wake up in the middle of the night and you can see the ships on the ocean. Quiet neighborhood. Comfy couches, giant TV, kitchen well stocked. Our dogs loved it too. We will 100% return. Owners were very responsive and helpful as we made a last minute reservation and they had to go above and beyond to assist us. "
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!
Welcome to Dawn’s Cottage!
✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!
10.0 out of 10, Exceptional, (91)
"Dawn's Cottage is absolutely adorable and the perfect place to decompress, relax, and celebrate my birthday and our anniversary. Loved the remote location and beach access, yet still easy to get to Lewes & Rehoboth. We enjoyed trying out some of the hot spots in the helpful binder of local restaurants and attractions. Thanks Gina and Rodney for being such great hosts!"
✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill!
Grandma's Cottage
Living area
Grandma's Cottage
10.0 out of 10, Exceptional, (95)
"This is my 3rd stay at Grandma’s Cottage and it didn’t disappoint. It’s quaint, convenient to all things Milford, Dover and the beaches. I consider it my home away from home when I am in the area. I’ll be back. "
Grandma's Cottage
Newly Remodeled Broadkill Beach Cottage 150ft to water & pet friendly
Exterior
Newly Remodeled Broadkill Beach Cottage 150ft to water & pet friendly
9.8 out of 10, Exceptional, (53)
"Cozy little house super close to the beach. Was great!"
Newly Remodeled Broadkill Beach Cottage 150ft to water & pet friendly
Quaint Beachfront Cottage, Panoramic Bay Views! Sleeps 8, Pet Friendly
The Florida Room
Quaint Beachfront Cottage, Panoramic Bay Views! Sleeps 8, Pet Friendly
9.6 out of 10, Exceptional, (127)
"Charming beach house at end of quiet road. We enjoyed the peacefulness of the property. Our pups enjoyed walks on the beach just a few steps from the front door. A lovely place and getaway!"
Quaint Beachfront Cottage, Panoramic Bay Views! Sleeps 8, Pet Friendly
Rustic Cottage at Broadkill Beach
Exterior
Rustic Cottage at Broadkill Beach
9.8 out of 10, Exceptional, (65)
"This was the perfect place for my husband and I to stay for a very relaxing week - it was just what we needed!"
Rustic Cottage at Broadkill Beach
The Mermaid Cottage WaterFront Cottage
Exterior
The Mermaid Cottage WaterFront Cottage
9.6 out of 10, Exceptional, (170)
"We had a great time. Definitely will be back in the summer to enjoy the bay which is steps away from a wonderful fenced in backyard for our little dog."
The Mermaid Cottage WaterFront Cottage
Waterfront direct beach access. New 2024 pets allowed; Sheets & Towels provided
Exterior
Waterfront direct beach access. New 2024 pets allowed; Sheets & Towels provided
9.8 out of 10, Exceptional, (37)
"We had a great week."
Waterfront direct beach access. New 2024 pets allowed; Sheets & Towels provided
Welcoming 2BR/2BA Beach Cottage with Separate cozy1BR/1BA Cottage
Calypso Cottage
Welcoming 2BR/2BA Beach Cottage with Separate cozy1BR/1BA Cottage
10.0 out of 10, Exceptional, (30)
"This is a.great house steps from the beach. Very clean, comfortable beds, nice neighborhood. Loved having places to put our stuff (dressers, wall hooks, closets). We enjoyed sitting in the sun room and spending time together in the living room."
Welcoming 2BR/2BA Beach Cottage with Separate cozy1BR/1BA Cottage
Cozy Little Blue Cottage by the Bay
Check out Instagram @littlebluecottagebythebay
Cozy Little Blue Cottage by the Bay
9.8 out of 10, Exceptional, (24)
"Cottage had all the essential amenities and was a pleasant stay overall. Easy walk to public beach access. "
Cozy Little Blue Cottage by the Bay
Custom home by the shore!
Living area
Custom home by the shore!
6.0 out of 10, (1)
"Not everything clean and as advertised, but overall, a nice house in a great location."
Custom home by the shore!
Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining
The Cottonwood Cottage!
Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining
10.0 out of 10, Exceptional, (123)
"What a cute cottage and wonderfully decorated! The expanding table to serve as both a desk and a dining table was a genius space saver/multitasker. Another great addition was the Bluetooth tower speaker to enjoy your own playlists. Again...a well thought out cottage, and kudos for the little touches like the makeup area complete with a hook for hanging a hairdryer (brought my own, but there is a hair dryer here for your use) and the bedside sound machine. Fantastic a.m. coffee sitting on the...
Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining
✨Steps to the Beach ✨ Pet friendly cottage with a great view of the water!
Welcome to DelMarView 🏖️
✨Steps to the Beach ✨ Pet friendly cottage with a great view of the water!
10.0 out of 10, Exceptional, (23)
"Truly steps from the beach, breezy to keep the bugs away. Enough waves to feel we were on the beach, but calm being bayside. Everything we needed to feel at home & relaxed in a cheerful cottage."
✨Steps to the Beach ✨ Pet friendly cottage with a great view of the water!
Luxe Lewes Family Beach House w/ Pool & Game Room
Exterior detail
Luxe Lewes Family Beach House w/ Pool & Game Room
3.0 star property
Luxe Lewes Family Beach House w/ Pool & Game Room
-A travelers cottage - A place to rest after a busy day.
Exterior
-A travelers cottage - A place to rest after a busy day.
10.0 out of 10, Exceptional, (25)
"We wanted a place not far from parks along the bay and this place fit our needs perfectly."
-A travelers cottage - A place to rest after a busy day.
Oceanfront Milford Home w/ View & Boat Access
Living area
Oceanfront Milford Home w/ View & Boat Access
3.0 star property
Oceanfront Milford Home w/ View & Boat Access
Tiny FARM Cottage - POOL - 30 Min to BEACH
Front View of your little home away from home
Tiny FARM Cottage - POOL - 30 Min to BEACH
10.0 out of 10, Exceptional, (1)
"Our stay was terrific. The cottage was clean, beautifully decorated and had more amenities than other places we have stayed. Great communication throughout the stay with the property manager. I highly recommend this listing for a small party. Thank you!"
Tiny FARM Cottage - POOL - 30 Min to BEACH
Private Yard: Pet-friendly Home in Dover
Game room
Private Yard: Pet-friendly Home in Dover
3.0 star property
10.0 out of 10, Exceptional, (1)
"Bedsize was very good. A lot of space. We couldn't figure out how to ise the Jacuzzi "
Private Yard: Pet-friendly Home in Dover
Modern Lewes Home w/ Deck, Grill + Pond View!
Property grounds
Modern Lewes Home w/ Deck, Grill + Pond View!
3.0 star property
Modern Lewes Home w/ Deck, Grill + Pond View!
Vibrant Milford Home w/ Boat Dock & Patio!
Terrace/patio
Vibrant Milford Home w/ Boat Dock & Patio!
3.0 star property
Vibrant Milford Home w/ Boat Dock & Patio!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Greenwood
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Greenwood

GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Exterior
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
10.0 out of 10, Exceptional, (103)
"Adorable house! So many windows, great view from all of them but you never feel like the neighbors are watching. The master bed placement is perfect. Wake up in the middle of the night and you can see the ships on the ocean. Quiet neighborhood. Comfy couches, giant TV, kitchen well stocked. Our dogs loved it too. We will 100% return. Owners were very responsive and helpful as we made a last minute reservation and they had to go above and beyond to assist us. "
GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE
Newly Remodeled Broadkill Beach Cottage 150ft to water & pet friendly
Exterior
Newly Remodeled Broadkill Beach Cottage 150ft to water & pet friendly
9.8 out of 10, Exceptional, (53)
"Cozy little house super close to the beach. Was great!"
Newly Remodeled Broadkill Beach Cottage 150ft to water & pet friendly
Pet-Friendly Bayside Retreat with an amazing view and steps to the beach!
Spend your Holidays at the beach!
Pet-Friendly Bayside Retreat with an amazing view and steps to the beach!
9.8 out of 10, Exceptional, (180)
"We chose October to stay at this beautiful rental for a couple of reasons- Black flies are usually fewer and the beaches are less crowded. The hosts are wonderful at communicating if needed, cupboards are stocked with many of the basics, all linens and towels are provided. We used the porta crib for my 9 month old grandson. The Bay behind the house is amazing, we watched the sunset from the deck and the beach and ocean is right across the street. All in all, we definitely recommend this...
Pet-Friendly Bayside Retreat with an amazing view and steps to the beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Why book your cottage in Greenwood with Expedia?
We think a getaway should be hassle-free, so if you’re seeking cottages in Greenwood at a competitive price, Expedia can help. Save those pennies and choose a thrifty option far away from the downtown buzz, or splurge on a 5-star cottage to treat your loved ones.
How can I find cheap cottages in Greenwood?
An excellent way to uncover cheap cottages in Greenwood is with Expedia’s filter tool. Narrow down your search results by budget, star rating and amenities to access awesome prices in just a few clicks.