Title: Gwynn Cottages from CA $625 | Expedia.ca [Hotels in Gwynn](https://expedia.ca/Gwynn-Hotels.d6325101.Travel-Guide-Hotels)[Vacation Rentals in Gwynn](https://expedia.ca/Gwynn-Vacation-Rentals.d6325101.Travel-Guide-VacationRentals)[Gwynn Car Rentals](https://expedia.ca/Car-Rentals-In-Gwynn.d6325101.Car-Rental-Guide)[Gwynn Vacation Packages](https://expedia.ca/Gwynn.d6325101.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) # Search Gwynn Cottage Rentals from CA $625 ![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 In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6325101&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Gwynn Cottages ## Our top choices for Gwynn cottages ![Exterior](https://images.trvl-media.com/lodging/28000000/27420000/27412300/27412260/w996h700x0y47-c62782b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27420000/27412300/27412260/w1024h669x0y99-42d878a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27420000/27412300/27412260/2508eb9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27420000/27412300/27412260/e3910371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage on a Private Island in the York River Gloucester Point 10/10 Exceptional (351) "We would definitely stay here again!" [](https://www.expedia.ca/Hayes-Hotels-Cottage-On-A-Private-Island-In-The-York-River.h27412260.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88880000/88872400/88872343/488f78a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88880000/88872400/88872343/c52deba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/89000000/88880000/88872400/88872343/8cc97e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/89000000/88880000/88872400/88872343/981e3129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Blue Cottage - Topping : Waterfront! Topping 9.8/10 Exceptional (46) "The house was so amazing! The owners are very responsive and helpful. The house was so clean and loved the personal touches. We will be back!" [](https://www.expedia.ca/Topping-Hotels-The-Little-Blue-Cottage-Topping-Waterfront.h88872343.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/0ddadcf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/021f292e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/ec518ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/20a137c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Dream Believer Cottage on Beautiful East River Waterfront Mathews 10/10 Exceptional (22) "Wonderful location, host communicated well" CA $324 CA $625 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Mathews-Hotels-Bay-Dream-Believer-Cottage-On-Beautiful-East-River-Waterfront.h106241447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/18970000/18968400/18968348/6e809e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18970000/18968400/18968348/0290a135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18970000/18968400/18968348/043c049a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18970000/18968400/18968348/w1920h714x0y184-5f5e64be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer at the Rivah in Irvington! Come see for yourself! Irvington 10/10 Exceptional (298) "What a wonderful place to enjoy a peaceful, beautiful Mother's Day weekend with my lovely bride. We took long walks, enjoyed the local scene and just spent lots of time enjoying the porches. The cottage supports all of this perfectly. We couldn't ask for more and can't wait until our next opportunity to stay at the Key Cottage!" [](https://www.expedia.ca/Irvington-Hotels-Time-For-A-Summer-Vacay-Spend-It-At-Key-Cottage-In-Historic-Irvington.h18968348.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89360000/89359300/89359241/270-95ebc6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89360000/89359300/89359241/f0624c38.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/90000000/89360000/89359300/89359241/w1116h929x2y0-4033a7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89360000/89359300/89359241/079a3e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Cottage on Ware River Estate Gloucester 10/10 Exceptional (270) "The cottage was just as described, well appointed and equipped.Property was secluded, just the right respite.Love the area and we will return again." [](https://www.expedia.ca/Gloucester-Hotels-Historic-Cottage-On-Ware-River-Estate.h89359241.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116350000/116343600/116343576/e26d62bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116350000/116343600/116343576/4debbec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116350000/116343600/116343576/0ae26fe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/117000000/116350000/116343600/116343576/9be57a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Beach Cottage on Fishing Bay Deltaville 10/10 Exceptional (3) "Wonderful place that was perfect for our little vacation away from home! " [](https://www.expedia.ca/Deltaville-Hotels-Charming-Beach-Cottage-On-Fishing-Bay.h116343576.Hotel-Information) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93571100/93571040/c0b39d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93571100/93571040/9f31c32f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93571100/93571040/e08e56b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93580000/93571100/93571040/5def5848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing Riverfront Cottage w/ Boat Dock! Gloucester 10/10 Exceptional (1) [](https://www.expedia.ca/Gloucester-Hotels-Relaxing-Riverfront-Cottage-W-Boat-Dock.h93571040.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90760000/90759700/90759601/cc6bd982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/91000000/90760000/90759700/90759601/96bc74cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90760000/90759700/90759601/c94db600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/91000000/90760000/90759700/90759601/824734dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 BR Bay Home w Private Dock & all the Amenities Onemo 10/10 Exceptional (15) "We have stayed at a ton of rentals and this was truly the best. The hosts have thought of everything; from kayaks, to comfortable places to hang out, this house has it all. It was the perfect Spring Break getaway, we took advantage of the great restaurants nearby and had a really wonderful family vacation." [](https://www.expedia.ca/Onemo-Hotels-3-BR-Bay-Home-W-Private-Dock-All-The-Amenities.h90759601.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74610000/74601700/74601682/5648e18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74610000/74601700/74601682/7be71f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74610000/74601700/74601682/7fa3cd52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74610000/74601700/74601682/7fc7270c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bee Humble Cottage w/in 20mins to Public Beaches Gloucester 9.8/10 Exceptional (26) "It was a beautiful place to stay. We absolutely loved it. When we come back to Virginia, we will return to this house." [](https://www.expedia.ca/Gloucester-Hotels-Bee-Humble-Cottage-Win-20mins-To-Public-Beaches.h74601682.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34011000/34010903/w4028h3021x4y0-28e98870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34011000/34010903/ccdac029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/35000000/34020000/34011000/34010903/c9e8199b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34020000/34011000/34010903/a822354c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia Cape Charles 10/10 Exceptional (56) "Great vacation spot" [](https://www.expedia.ca/Smith-Beach-Beachfront-Rental.h34010903.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/67b1cce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/d7a9de1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/385913dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/265c25e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water Grimstead 10/10 Exceptional (217) "We had a great time staying here. The private beach was exactly what we needed to relax and have fun. " [](https://www.expedia.ca/Gwynn-Hotels-Gwynns-Island-Cottage-ON-THE-BAY-Book-Your-Fall-Stay-Now.h29626665.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/7b24af7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/8a979b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/ece88f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/7dc64f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown Hayes 8.0/10 Very good (4) "Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. " CA $338 CA $1,744 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Hayes-Hotels-Charming-3-Bedroom-Villa-With-WiFi.h111368519.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100220000/100217200/100217174/b478760c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/101000000/100220000/100217200/100217174/59f903de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100220000/100217200/100217174/c92ebd28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100220000/100217200/100217174/c088fcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bubba Butler's Cottage Locust Hill 9.8/10 Exceptional (20) "Comfortable and quiet, perfect views of the the Rappahannock. Was a great place to staying while returning home. " [](https://www.expedia.ca/Locust-Hill-Hotels-Bubba-Butlers-Cottage.h100217174.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34120000/34112600/34112511/ad938c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34120000/34112600/34112511/9848fd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34120000/34112600/34112511/ac094446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34120000/34112600/34112511/0d65226f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront with Private Pier and Tranquil Water views! Gloucester Courthouse 10/10 Exceptional (106) "What a beautiful home. The views were amazing. The house was stocked with eveything you can think of. It was very clean. My husband and I will visit again. This is our favorite place @ the rivah. The neighborhood was very quiet and relaxing. Thanks to The owners for sharing their home . See ya again very soon, Ferry Creek retreat. Randy & Vanessa " [](https://www.expedia.ca/Gloucester-Hotels-Waterfront-With-Private-Pier-And-Tranquil-Water-Views.h34112511.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68480000/68478200/68478141/144127eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/69000000/68480000/68478200/68478141/953304c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/69000000/68480000/68478200/68478141/60c76ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/69000000/68480000/68478200/68478141/206cd634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Crab Shack on Carter's Creek Weems 10/10 Exceptional (81) "QuietCleanExcellent communication with owner" [](https://www.expedia.ca/Weems-Hotels-The-Crab-Shack-On-Carters-Creek.h68478141.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30800000/30795500/30795468/48df430a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/31000000/30800000/30795500/30795468/a391cf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/31000000/30800000/30795500/30795468/a5ba7db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/31000000/30800000/30795500/30795468/bdfc2b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax, Refresh, Renew..Waterfront Cottage..Near Williamsburg Gloucester 10/10 Exceptional (168) "Property was beautiful, clean, and quiet. The house had everything you need to sleep, prepare meals, and relax! My wife and I will be back for sure." [](https://www.expedia.ca/Gloucester-Hotels-Relax.h30795468.Hotel-Information) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956100/94956099/e2af79b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956100/94956099/39f7dbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956100/94956099/7dea3fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956100/94956099/575220e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Restored 1920's Cottage on 1 Acre w/ Fire Pit Hayes [](https://www.expedia.ca/Hayes-Hotels-Restored-1920s-Cottage-On-1-Acre-W-Fire-Pit.h94956099.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23690000/23687700/23687682/08ef7e51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/24000000/23690000/23687700/23687682/3f1a38b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/24000000/23690000/23687700/23687682/1af89346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23690000/23687700/23687682/8919afae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Beachfront Cottage with Endless Bay Views Port Haywood 9.8/10 Exceptional (73) "Our stay was phenomenal! It was a much needed weekend away in somewhat of a bubble. Quiet, relaxing, divine views, ease of access, and a clean property made the trip an absolute 1. We will be coming back! " [](https://www.expedia.ca/Port-Haywood-Hotels-Modern-Family-Beachfront-Cottage-With-Endless-Bay-Views.h23687682.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107520000/107518900/107518817/5ddc9327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107520000/107518900/107518817/307bc54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107520000/107518900/107518817/bd2b902e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/108000000/107520000/107518900/107518817/f2b89910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sailors Cottage Port Haywood 10/10 Exceptional (1) [](https://www.expedia.ca/Port-Haywood-Hotels-The-Sailors-Cottage.h107518817.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975946/1b5d719a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975946/fae73b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975946/6ffdd0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975946/1f41b8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Bettie's - Serene, charming cottage located on the Chesapeake Bay! Cape Charles 8.0/10 Very good (3) "The cottage is super cute and we loved the quiet road and waterfront. Easy to get to Cape Charles and quiet! However the cottage wasn’t super clean upon arrival and we felt like we were staying at a relative’s home. Personal effects were all about- hats on hooks, photos, collections, lots of clutter if I’m honest. The cottage was cleaned up but not clean, I almost busted out the vacuum and went to work but I really wanted to simply enjoy time with my kids and mom. We made it work by moving... [](https://www.expedia.ca/Beach-Betties-Serene.h112975946.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=2025-10-07&endDate=2025-10-08®ionId=6325101&adults=2&lodging=COTTAGE&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%2FGwynn-Cottages.d6325101-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGwynn-Cottages.d6325101-aaCottages.Travel-Guide-Accommodation) ## Top Gwynn Hotel Reviews ![Bay Dream Believer Cottage on Beautiful East River Waterfront](//images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/0ddadcf2_y.jpg) ### Bay Dream Believer Cottage on Beautiful East River Waterfront 10/10 Excellent "This was such a delightful home. It exceeded my expectations. I want to redo my home. All of the thoughtful details were intriguing. We are planning on going annually. Perfect retreat spot. " [](https://expedia.ca/Mathews-Hotels-Bay-Dream-Believer-Cottage-On-Beautiful-East-River-Waterfront.h106241447.Hotel-Information) ![Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water](//images.trvl-media.com/lodging/30000000/29630000/29626700/29626665/67b1cce9_y.jpg) ### Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water 10/10 Excellent "We absolutely love staying here—it’s become a tradition for us to return year after year. From the moment we arrive, Cheri always makes us feel so welcome and goes above and beyond to ensure everything is perfect for our stay. The house itself is beautiful, spotless, and so well taken care of—it truly feels like a home away from home. Every detail is thoughtfully provided, and it makes our trips so relaxing and enjoyable. Cheri is one of the kindest and most attentive hosts we’ve ever met, and it’s clear how much she cares about her guests. We couldn’t imagine staying anywhere else and are already looking forward to coming back next year!" [](https://expedia.ca/Gwynn-Hotels-Gwynns-Island-Cottage-ON-THE-BAY-Book-Your-Fall-Stay-Now.h29626665.Hotel-Information) ![Nassawadox Creek Waterfront Home with Private Pool](//images.trvl-media.com/lodging/71000000/70020000/70019300/70019261/7c6274ea_y.jpg) ### Nassawadox Creek Waterfront Home with Private Pool 10/10 Excellent "Beautiful view, great pool, pet-friendly…a wonderful family venue " [](https://expedia.ca/Exmore-Hotels-Nassawadox-Creek-Waterfront-Home-With-Private-Pool.h70019261.Hotel-Information) ![Best Western Kilmarnock Hotel](//images.trvl-media.com/lodging/1000000/900000/898400/898350/881910ae_y.jpg) ### Best Western Kilmarnock Hotel 10/10 Excellent "And all the hotels we’ve ever stayed in this bed was the most comfortable bed we’ve ever slept in even the bed at home is not comfortable. Room was very nice." [](https://expedia.ca/Kilmarnock-Hotels-Best-Western-Kilmarnock-Hotel.h898350.Hotel-Information) ![Holiday Inn Express Gloucester by IHG](//images.trvl-media.com/lodging/1000000/470000/462100/462015/fd1da4fc_y.jpg) ### Holiday Inn Express Gloucester by IHG 10/10 Excellent "Great" [](https://expedia.ca/Gloucester-Hotels-Holiday-Inn-Express-Gloucester.h462015.Hotel-Information) ![ Cottage on a Private Island in the York River](//images.trvl-media.com/lodging/28000000/27420000/27412300/27412260/w996h700x0y47-c62782b0_y.jpg) ### Cottage on a Private Island in the York River 10/10 Excellent "The easy check in and clean home was a delight the views were amazing. " [](https://expedia.ca/Hayes-Hotels-Cottage-On-A-Private-Island-In-The-York-River.h27412260.Hotel-Information) ![Enjoy family fun and Sunsets at Piankatank Point.](//images.trvl-media.com/lodging/67000000/66020000/66018400/66018336/6de90d64_y.jpg) ### Enjoy family fun and Sunsets at Piankatank Point. 10/10 Excellent "clean house, very good location!" [](https://expedia.ca/Saluda-Hotels-Enjoy-Family-Fun-And-Sunsets-At-Piankatank-Point.h66018336.Hotel-Information) ![Hampton Inn Gloucester](//images.trvl-media.com/lodging/2000000/1920000/1916900/1916863/24cbd909_y.jpg) ### Hampton Inn Gloucester 10/10 Excellent "We stay here often, great place" [](https://expedia.ca/Gloucester-Hotels-Hampton-Inn-Gloucester.h1916863.Hotel-Information) ![Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden!](//images.trvl-media.com/lodging/108000000/107200000/107197500/107197477/cab7f7a5_y.jpg) ### Charming 3-bedroom house in Deltaville with Stunning Views and Beautiful garden! 10/10 Excellent "The house was wonderful. Great views and sandy beach. Perfect for our weekend stay." [](https://expedia.ca/Deltaville-Hotels-Charming-3-Bedroom-House-In-Deltaville-With-AC.h107197477.Hotel-Information) ## Find out more about Gwynn ## Gwynn Cottages information | Number of reviews | 1,637 | | --- | --- | | Accommodation | 72 Cottages | | Lowest Price | CA $625 | | Highest Price | CA $1,744 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [5 Star Hotels in Windmill Point](https://www.expedia.ca/5Star-Windmill-Point-Hotels.s50-0-d184121.Travel-Guide-Filter-Hotels) - [Farmstay in Blakes](https://www.expedia.ca/Blakes-Agritourism.d3000355023-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Blakes](https://www.expedia.ca/Blakes-Apartments.d3000355023-aaApartments.Travel-Guide-Accommodation) - [B&B in Cardinal](https://www.expedia.ca/Cardinal-Bed-And-Breakfast.d3000355051-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Cardinal](https://www.expedia.ca/Cardinal-Chalets.d3000355051-aaChalets.Travel-Guide-Accommodation) - 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