Title: Greenwood Vacation Rentals from CA $290: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Greenwood](https://expedia.ca/Greenwood-Hotels.d110848.Travel-Guide-Hotels)[Greenwood Car Rentals](https://expedia.ca/Car-Rentals-In-Greenwood.d110848.Car-Rental-Guide)[Greenwood Vacation Packages](https://expedia.ca/Greenwood.d110848.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Greenwood Vacation Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=110848&startDate=2025-10-02&endDate=2025-10-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 3 - Oct 4](https://www.expedia.ca/Hotel-Search?regionId=110848&startDate=2025-10-03&endDate=2025-10-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=110848&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=110848&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Greenwood ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119760000/119752500/119752487/bd56d68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119760000/119752500/119752487/4ffa7fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119760000/119752500/119752487/36487deb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/120000000/119760000/119752500/119752487/dd161b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic home, great yard & Walk to Dogfish Head Brewery! Milton 10/10 Exceptional (1) "The house was so cute! The gardens in the back and around the front entry were really amazing and added to the charm. When you walk in the little hall way goes left to a living area or right to a set of stairs that leads to the upper floor. The upstairs has a huge bathroom and 3 bedrooms. The bedroom all the way to the left has 2 beds and a kitchenette in it which was pretty cool. The other side of the hall has a queen bedroom and a single bedroom. The upstairs also has a door at the bottom... CA $163 CA $306 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Milton-Hotels-Historic-4-BR-Walk-To-Dogfish-Head-Brewery.h119752487.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27120000/27116000/27115952/04b21516.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/28000000/27120000/27116000/27115952/7a4f793f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27116000/27115952/0ceb3dcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27116000/27115952/9eb17e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayfront Cottage with Spectacular Views Slaughter Beach 10/10 Exceptional (460) "Amazing stay! The home was beautiful, cozy, and extremely well stocked. Beautiful and peaceful location. We felt very much at home. We would love to come back for another visit!" [](https://www.expedia.ca/Milford-Hotels-Bayfront-Cottage-With-Spectacular-Views.h27115952.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119240000/119233500/119233471/2ec82bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119240000/119233500/119233471/768b29c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119240000/119233500/119233471/9acb0cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/120000000/119240000/119233500/119233471/3c746337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 12 Mi to Dtwn Lewes & Beach: Delaware Home w/ Deck Georgetown 10/10 Exceptional (1) "Was great for are trip host was great when needed help " [](https://www.expedia.ca/Georgetown-Hotels-12-Mi-To-Dtwn-Lewes-Beach-Delaware-Home-W-Deck.h119233471.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35710000/35701700/35701671/48fac553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35710000/35701700/35701671/5969560a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35710000/35701700/35701671/ea8308d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35710000/35701700/35701671/a5acea11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ✨Pet Friendly✨Walk to the beach from this coastal cottage on Broadkill! Milton 10/10 Exceptional (104) "We had a wonderful weekend getaway. The location was incredibly quiet—perfect for relaxing and disconnecting. The house was clean, well-equipped, and beautifully maintained. Ideal spot for anyone looking to unwind, with the beach just a short walk away. Will definitely stay again!" [](https://www.expedia.ca/Rehoboth-Beach-Hotels-New-Rental-Walk-To-The-Beach-From-This-Newly-Renovated-Cottage-On-Broadkill.h35701671.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/95000000/94630000/94623400/94623324/9b9b6b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94630000/94623400/94623324/b5fefbaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/95000000/94630000/94623400/94623324/cc50648b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94630000/94623400/94623324/c05740d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Beach Front Cottage Pet Friendly Milford 10/10 Exceptional (27) "We had an amazing experience at this cottage! It was very home like an private. I hope to visit again one day!" [](https://www.expedia.ca/Milford-Hotels-Cozy-Beach-Front-Cottage-Pet-Friendly.h94623324.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103110000/103102300/103102238/6a971eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103110000/103102300/103102238/3b5f8264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103110000/103102300/103102238/fbb1b937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103110000/103102300/103102238/17c6a2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy home w/ amazing sunsets minutes to DE/MD Beaches: Come enjoy! 4 BR 3 BATH Lewes 8.8/10 Excellent (17) "This home is beautiful and clean and perfectly located for us to take advantage of the beaches as well as the baseball tournament that our grandson was in. The Host was very responsive and we thoroughly enjoyed our stay here." CA $596 CA $862 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/Lewes-Hotels-Cozy-Four-Br-Home-W-Amazing-Sunsets-Only-Minutes-To-DEMD-Beaches-Come-Enjoy.h103102238.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67320000/67312700/67312693/8deb0e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67320000/67312700/67312693/ab2fa071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/68000000/67320000/67312700/67312693/69c1b902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67320000/67312700/67312693/14a29301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GORGEOUS, RECENTLY RENOVATED, WATERFRONT COTTAGE Milford 10/10 Exceptional (128) "Our 3rd time staying at the cottage & it was wonderful. Can’t wait to come back :)" [](https://www.expedia.ca/Dover-Hotels-NEW-Listing-Just-In-Time-For-The-2021-Beach-Season.h67312693.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30480000/30479200/30479177/7bb7c3ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/31000000/30480000/30479200/30479177/8b6e9de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30480000/30479200/30479177/7d488d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/31000000/30480000/30479200/30479177/def52477.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nirvana on the beach Milford 9.6/10 Exceptional (27) "A great place to stay to see the horseshoe crabs at Full moon! Nicely equipped house on the perfect quiet beach. Close enough to restaurants and stores to be easy…" [](https://www.expedia.ca/Milford-Hotels-Nirvana-On-The-Beach.h30479177.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66620000/66618100/66618044/ccdd7a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66620000/66618100/66618044/99c3d996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66620000/66618100/66618044/f85ed4a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66620000/66618100/66618044/5a2849d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piper's Paradise - Beachfront, Views, Sonos, Sauna, Tesla charger, Arcade Milton 10/10 Exceptional (44) "Beautiful home great stay will do again " [](https://www.expedia.ca/Rehoboth-Beach-Hotels-Pipers-Paradise-Beachfront.h66618044.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/49dad097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/b9d7f83d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/01955859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71610000/71609200/71609167/4356f115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EXTRA CLEAN In-Law-Suite - QUEEN bed, High Speed WIFI, Smart TV & Much More! Georgetown 9.8/10 Exceptional (45) "This is the best place I have stayed at. The hosts were wonderful. Their hospitality is unmatched. They have a beautiful property that is well maintained and close to all Delaware has to offer that we were looking for. The place was clean and in such a safe part of town. We will definitely be staying here again! " CA $139 CA $290 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Georgetown-Hotels-EXTRA-CLEAN-Private-Detached-In-Law-Suite-W-Free-WIFI.h71609167.Hotel-Information) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/118000000/117860000/117852600/117852551/26b9dcc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117860000/117852600/117852551/813ce5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117860000/117852600/117852551/63181c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117852600/117852551/2f7c7bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly renovated brand new listing - Just Steps from the Beach in Broadkill! Milton 9.6/10 Exceptional (5) [](https://www.expedia.ca/Milton-Hotels-Newly-Renovated-Brand-New-Listing-Steps-From-The-Beach-In-Broadkill.h117852551.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/37000000/36630000/36621200/36621115/69740ae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36630000/36621200/36621115/7cf559a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36630000/36621200/36621115/9d92033d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36630000/36621200/36621115/4d4a66c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED. Milton 10/10 Exceptional (103) "The property was beautiful. Clean house with everything you would need on a private, quiet beach. I would definitely return. " [](https://www.expedia.ca/Milton-Hotels-ON-THE-BEACH-PET-FRIENDLY-LINENS-INCLUDED.h36621115.Hotel-Information) ![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/41000000/40210000/40201700/40201603/9f5ee89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/41000000/40210000/40201700/40201603/901c35b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/41000000/40210000/40201700/40201603/ebb72397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/41000000/40210000/40201700/40201603/34029363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Waterfront Cottage– Dog Friendly & Fully Stocked! Milford 10/10 Exceptional (204) "A nice peaceful, beautiful getaway that is still close to Rehoboth!" [](https://www.expedia.ca/Dover-Hotels-3-Bedroom.h40201603.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/83000000/82800000/82798100/82798023/20a8e7d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82800000/82798100/82798023/a6eaba01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82800000/82798100/82798023/81f7cfe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/83000000/82800000/82798100/82798023/ffaa50a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach House at Broadkill- Sleeps 13, Dog Friendly Milton 9.4/10 Exceptional (6) "Karen and Kaylyn were wonderful hosts!! The rental was perfect for our family, plenty of space to spread out!! The rental was very clean, stocked and at a perfect location! Will definitely rent from them again!!" [](https://www.expedia.ca/Milton-Hotels-Broadkill-Beach-House-Sleeps-13.h82798023.Hotel-Information) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484805/ddee279b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484805/020a3c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484805/4d0aeeee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484900/33484805/7d33bf13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bedroom Family Friendly condo - September and October Specials Plantations East 9.8/10 Exceptional (164) "We really enjoyed our stay!" [](https://www.expedia.ca/Lewes-Hotels-3-Bedroom-Family-Friendly-Condo-September-And-October-Specials.h33484805.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/94000000/93310000/93308600/93308574/376e756f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93310000/93308600/93308574/d77c376c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93310000/93308600/93308574/b8763a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93310000/93308600/93308574/66305ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront- Yr 2025 Downstair den; no pet fees; toiletries for your convenience. Milford 10/10 Exceptional (51) "Wonderful place to stay for a family beach vacation. Home was clean and had everything we needed for the week. Host was responsive to our needs and check in process and check out expectations were clearly explained. " [](https://www.expedia.ca/Milford-Hotels-Waterfront-Direct-Beach-Access-New-2024-Pets-Allowed-Sheets-Towels-Provided.h93308574.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74120000/74113200/74113122/w637h457x3y0-23ab9e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74120000/74113200/74113122/01942edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, alarm clocks](https://images.trvl-media.com/lodging/75000000/74120000/74113200/74113122/ee2b49d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74120000/74113200/74113122/825cbf58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3+ Night Rentals Allowed - Large Pet Friendly Home with Fenced-In Back Yard Milton 8.8/10 Excellent (25) "This is a beautiful property. I found it quite appropriate for a family vacation. It was quite spacious. We loved the deck area. All worked well for us. I loved the proximate to the Beach." [](https://www.expedia.ca/Milton-Hotels-Large-Pet-Friendly-Home-With-Fenced-In-Back-Yard.h74113122.Hotel-Information) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/35000000/34340000/34339600/34339534/c1583d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34339600/34339534/1b38d205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34339600/34339534/89833bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34340000/34339600/34339534/dfd85ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delaware Beachfront Private Getaway on the Bay Milford 9.8/10 Exceptional (190) "Wonderful place for nature, peace, and quiet. Beautiful sunrises every morning. A great getaway." CA $446 CA $969 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Milford-Hotels-Delaware-Beachfront-Private-Getaway-On-The-Bay.h34339534.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/83000000/82860000/82857900/82857858/7f64afed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82860000/82857900/82857858/d4619d4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82860000/82857900/82857858/9a28592b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/83000000/82860000/82857900/82857858/dc4c852f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy home minutes from Lewes and Rehoboth Beach Milton 10/10 Exceptional (34) "Second stay at this house and like last time, it was a great experience. Great location and AC is very welcome after hot days. " [](https://www.expedia.ca/Milton-Hotels-New-Listing-Cozy-Home-Minutes-From-Lewes-And-Rehoboth-Beach.h82857858.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/34000000/33999300/33999292/01c8c5c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/34000000/33999300/33999292/645cf0dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/34000000/34000000/33999300/33999292/840b79b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/34000000/33999300/33999292/e4cb2876.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cool Little Cottage Minutes forFrom Beaches, Shopping and Dining Lewes 10/10 Exceptional (141) "The cottage is a cute love nest a short drive away from Lewes and other area attractions. We had a pleasant stay!" [](https://www.expedia.ca/Lewes-Hotels-Cool-Little-Cottage-Minutes-ForFrom-Beaches.h33999292.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=110848&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Vacation-Rentals.d110848.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreenwood-Vacation-Rentals.d110848.Travel-Guide-VacationRentals) ## Top Greenwood Hotel Reviews ![Hampton Inn Milford](//images.trvl-media.com/lodging/4000000/3650000/3645000/3644980/3ed7ec07_y.jpg) ### Hampton Inn Milford 10/10 Excellent "Very nice breakfast in morning, friendly and helpful staff" [](https://expedia.ca/Dover-Hotels-Hampton-Inn-Milford.h3644980.Hotel-Information) ![Quality Inn & Suites Harrington - Milford](//images.trvl-media.com/lodging/1000000/700000/694400/694352/28413a44_y.jpg) ### Quality Inn & Suites Harrington - Milford 10/10 Excellent "Clean" [](https://expedia.ca/Dover-Hotels-Quality-Inn-And-Suites.h694352.Hotel-Information) ![Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches](//images.trvl-media.com/lodging/9000000/8750000/8740800/8740727/1c6278af_y.jpg) ### Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches 10/10 Excellent "Very quiet place. Clean." [](https://expedia.ca/Rehoboth-Beach-Hotels-Microtel-Inn-Suites-By-Wyndham-Georgetown-Delaware-Beaches.h8740727.Hotel-Information) ![Quality Inn & Suites Georgetown - Seaford](//images.trvl-media.com/lodging/1000000/790000/787100/787077/57e511db_y.jpg) ### Quality Inn & Suites Georgetown - Seaford 10/10 Excellent "All was good" [](https://expedia.ca/Rehoboth-Beach-Hotels-Quality-Inn-Suites-Georgetown-Seaford.h787077.Hotel-Information) ![Microtel Inn & Suites by Wyndham Dover](//images.trvl-media.com/lodging/2000000/1510000/1509700/1509695/b1bab4b1_y.jpg) ### Microtel Inn & Suites by Wyndham Dover 10/10 Excellent "Helpful and kind staff. Excellent wi-fi. " [](https://expedia.ca/Dover-Hotels-Microtel-Inn-Suites-By-Wyndham-Dover.h1509695.Hotel-Information) ![Comfort Inn & Suites Milford](//images.trvl-media.com/lodging/2000000/1180000/1178300/1178282/2bacc227_y.jpg) ### Comfort Inn & Suites Milford 10/10 Excellent "Perfect arrived after 3am got a later checkout complimentary breakfast was good very clean very comfy bed and pillows would stay again " [](https://expedia.ca/Dover-Hotels-Comfort-Inn-Suites.h1178282.Hotel-Information) ![Springhill Suites By Marriott Frederica](//images.trvl-media.com/lodging/96000000/95070000/95062700/95062671/9f69013a_y.jpg) ### Springhill Suites By Marriott Frederica 10/10 Excellent "Loved the breakfast options; pool was a nice touch!! My room was super clean comfortable & functional. Separate spaces for toilet & shower both with sinks. Even offered a work in the room partitioned from the beds. Sliding doors on bathroom were an upscale addition. I love me some Marriott !!" [](https://expedia.ca/Frederica-Hotels-Springhill-Suites-By-Marriott-Frederica.h95062671.Hotel-Information) ![Home2 Suites by Hilton Lewes Rehoboth Beach](//images.trvl-media.com/lodging/47000000/46230000/46227200/46227151/17672712_y.jpg) ### Home2 Suites by Hilton Lewes Rehoboth Beach 10/10 Excellent "The staff were extremely friendly and helpful. The room was larger than the photos on line. The gym was one of the best I’ve ever worked out for a hotel. Dumbbells go up to 75 lbs. The hotel was also dog friendly. Definitely recommend." [](https://expedia.ca/Rehoboth-Beach-Hotels-Home2-Suites-By-Hilton-Lewes-Rehoboth-Beach.h46227151.Hotel-Information) ![Hyatt House Lewes/Rehoboth Beach](//images.trvl-media.com/lodging/67000000/66940000/66935600/66935541/de682f27_y.jpg) ### Hyatt House Lewes/Rehoboth Beach 10/10 Excellent "The staff were friendly and nice" [](https://expedia.ca/Rehoboth-Beach-Hotels-Hyatt-House-LewesRehoboth-Beach.h66935541.Hotel-Information) ## Find out more about Greenwood **Everything you need to know about** **Greenwood** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greenwood vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greenwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Greenwood vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Greenwood. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenwood vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenwood vacation rentals we have selected for you start as low as CA $290 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Greenwood rentals** At Expedia, we put the best Greenwood vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Greenwood rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greenwood vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greenwood. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Greenwood ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Greenwood](https://expedia.ca/Greenwood-Private-Vacation-Homes.d110848-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Greenwood](https://expedia.ca/Greenwood-Condos.d110848-aaCondos.Travel-Guide-Accommodation) - [Cottages in Greenwood](https://expedia.ca/Greenwood-Cottages.d110848-aaCottages.Travel-Guide-Accommodation) - [Apartments in Greenwood](https://expedia.ca/Greenwood-Apartments.d110848-aaApartments.Travel-Guide-Accommodation) - [B&B in Greenwood](https://expedia.ca/Greenwood-Bed-And-Breakfast.d110848-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Villas in Greenwood](https://expedia.ca/Greenwood-Villas.d110848-aaVillas.Travel-Guide-Accommodation) - [Guest Houses in Greenwood](https://expedia.ca/Greenwood-Guest-Houses.d110848-aaGuestHouses.Travel-Guide-Accommodation) - [Farmstay in Greenwood](https://expedia.ca/Greenwood-Agritourism.d110848-aaAgritourism.Travel-Guide-Accommodation) - [Motels in Greenwood](https://expedia.ca/Greenwood-Motels.d110848-aaMotels.Travel-Guide-Accommodation) - [Cabin Rentals in Greenwood](https://expedia.ca/Greenwood-Cabins.d110848-aaCabins.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Greenwood? > Yes, there are vacation rentals near popular local attractions in Greenwood, or you can choose a secluded option if you'd like a relaxing place to stay. Greenwood is known for its restaurants and sporting events. Make sure you have time to check out the shopping and beaches during your trip. ### What are some of the best vacation rentals that Greenwood has to offer? > [Bayfront Cottage with Spectacular Views](https://www.expedia.ca/Milford-Hotels-Bayfront-Cottage-With-Spectacular-Views.h27115952.Hotel-Information): Visitors like this Greenwood vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. ### What can I see and do in Greenwood? > Explore the area and family-friendly sights such as Delaware State Fairgrounds, or get out into nature at a spot like Abbott's Mill Nature Center. Harrington Raceway and Casino and Delaware Technical Community College Georgetown Campus are a couple of places you'll find in the larger area. ### What are vacation rentals like in Greenwood? > Vacation rentals are private accommodations you can stay in for a few days or a quick weekend in Greenwood. Vacation rentals offer extras like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you to travel. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)