Title: Gaylordsville Vacation Home Rentals from CA $355: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Gaylordsville](https://expedia.ca/Gaylordsville-Hotels.d6340885.Travel-Guide-Hotels)[Vacation Rentals in Gaylordsville](https://expedia.ca/Gaylordsville-Vacation-Rentals.d6340885.Travel-Guide-VacationRentals)[Gaylordsville Car Rentals](https://expedia.ca/Car-Rentals-In-Gaylordsville.d6340885.Car-Rental-Guide)[Gaylordsville Vacation Packages](https://expedia.ca/Gaylordsville.d6340885.Destination-Travel-Guides) ![Stumbled upon this little retreat. ](https://images.trvl-media.com/place/55166/35e3613c-63d2-4a22-a61f-26ab6a8b3066.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by ForeverWanderlusting # Gaylordsville Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6340885&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6340885&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6340885&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6340885&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Gaylordsville vacation homes ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/3db87cef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/38f44943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/979641d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/bf37a122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Goshen [](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information) 9.8/10 Exceptional (7) "The property was great and the house was huge even for all 12 of us " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan L. CA $130 CA $866 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/bdac6c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/3c5edeb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/fd769a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109390000/109381700/109381685/4388309b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Holmes [](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information) 9.6/10 Exceptional (4) "Great house! We had a fantastic weekend!! Thank you so much " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) pamela w. CA $240 CA $746 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Holmes-Hotels-Country-Outside-The-City-3-Bedrooms-2-Full-Bathrooms.h109381685.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/38809636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/8bc06f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/416c2b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101950000/101941800/101941777/cfa82cec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Carmel Hamlet [](https://www.expedia.ca/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information) 9.8/10 Exceptional (12) "We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hannah P. CA $229 CA $489 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Carmel-Hotels-Lux-Bungalow-On-Gorgeous-Lake-Relax-Explore-Nearby-Towns-Ski-Kayak-Hike.h101941777.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/23242491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/cde347d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/341c737a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100167400/100167349/e34b64d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Fairfield [](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information) 10/10 Exceptional (16) "The house worked very well for our family holiday. Very clean, had everything we needed " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Audrey P. CA $289 CA $722 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/New-Fairfield-Hotels-Peaceful-All-Season-Lake-Community-Home.h100167349.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/2f84c014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w906h683x59y0-6aa47975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/0c5ec25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99620000/99618900/99618820/w505h683x259y0-d7e24145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Southbury [](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information) 8.8/10 Excellent (6) "nice quiet area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex V. CA $248 CA $457 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Southbury-Hotels-Cozy-Cute-Relaxing-Home.h99618820.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/161ac482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/00118852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/cbf53a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/89000000/88190000/88181200/88181115/e2171280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Hopewell Junction [](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information) 9.0/10 Wonderful (10) "We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Esther P. CA $209 CA $355 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Hopewell-Junction-Hotels-Cozy-1845-Chapel-Escape-Near-Appalachian-Trail-And-Fahnestock-Park.h88181115.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/e6a8de71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/07647859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/9f6d0429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/124000000/123030000/123028900/123028859/4ac89d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Goshen [](https://www.expedia.ca/Goshen-Hotels-Sequoia-House-Charming-Goshen-Getaway-Quiet-Retreat-In-Litchfield-Hills.h123028859.Hotel-Information) CA $328 CA $702 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Goshen-Hotels-Sequoia-House-Charming-Goshen-Getaway-Quiet-Retreat-In-Litchfield-Hills.h123028859.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/854fb988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/7e891032.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/0e7ff094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123610000/123607600/123607576/1e208a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Poughquag [](https://www.expedia.ca/Poughquag-Hotels-Tranquil-4-Bedroom-House-In-Welcoming-Poughquag-Neighborhood.h123607576.Hotel-Information) CA $220 CA $400 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Poughquag-Hotels-Tranquil-4-Bedroom-House-In-Welcoming-Poughquag-Neighborhood.h123607576.Hotel-Information) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/46f74edf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/16dfe03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/b6c9432d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104380000/104373800/104373791/239d3285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Fairfield [](https://www.expedia.ca/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information) 9.8/10 Exceptional (7) "Great spot " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike P. CA $620 CA $1,056 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/New-Fairfield-Hotels-Awesome-Lake-Home-With-Tons-Of-Fun.h104373791.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/5bb48ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/f4377701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h786x0y7-46a94465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102350000/102342400/102342378/w1179h772x0y0-e4878f72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Carmel Hamlet [](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.Hotel-Information) 10/10 Exceptional (17) "Fabulous property! Everything was as advertised with a great kitchen and grill. Tastefully decorated and comfortable. Great game room! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel F. CA $687 CA $1,261 total includes taxes & fees Dec 27 - Dec 28 [](https://www.expedia.ca/Carmel-Hotels-Beautiful-Escape-Hudson-Valley-LakeHouse-90min-From-NYC-30min-From-Beacon.h102342378.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=2025-12-28&endDate=2025-12-29®ionId=6340885&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Gaylordsville%2C+Connecticut%2C+United+States+of+America®ionId=6340885&latLong=41.646483%2C-73.48429&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Gaylordsville%2C+Connecticut%2C+United+States+of+America®ionId=6340885&latLong=41.646483%2C-73.48429&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Gaylordsville%2C+Connecticut%2C+United+States+of+America®ionId=6340885&latLong=41.646483%2C-73.48429&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VILLA) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Gaylordsville%2C+Connecticut%2C+United+States+of+America®ionId=6340885&latLong=41.646483%2C-73.48429&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Gaylordsville%2C+Connecticut%2C+United+States+of+America®ionId=6340885&latLong=41.646483%2C-73.48429&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Gaylordsville%2C+Connecticut%2C+United+States+of+America®ionId=6340885&latLong=41.646483%2C-73.48429&adults=2&startDate=2026-03-13&d1=2026-03-13&endDate=2026-03-16&d2=2026-03-16&lodging=CHALET) ![](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%2FGaylordsville-Private-Vacation-Homes.d6340885-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGaylordsville-Private-Vacation-Homes.d6340885-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Gaylordsville Hotel Reviews ![Wyndham Southbury](https://images.trvl-media.com/lodging/16000000/15660000/15651900/15651820/412fe155_y.jpg) ### Wyndham Southbury 10/10 Excellent "Little dated but very nice for the price." [](https://expedia.ca/Danbury-Hotels-Wyndham-Southbury.h15651820.Hotel-Information) ![Hampton Inn Danbury](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445733/5476c121_y.jpg) ### Hampton Inn Danbury 10/10 Excellent "Very clean and quiet. Very good breakfast " [](https://expedia.ca/Danbury-Hotels-Hampton-Inn-Danbury.h1445733.Hotel-Information) ![Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG](https://images.trvl-media.com/lodging/1000000/700000/690800/690766/f70c64c6_y.jpg) ### Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG 10/10 Excellent "Excellent hotel with great amenities and location to everything! " [](https://expedia.ca/Danbury-Hotels-Holiday-Inn-Express-Hotel-Suites-Danbury-I-84.h690766.Hotel-Information) ![Best Western Danbury/Bethel](https://images.trvl-media.com/lodging/1000000/10000/4900/4841/b09513bc_y.jpg) ### Best Western Danbury/Bethel 10/10 Excellent "Great breakfast buffet." [](https://expedia.ca/Danbury-Hotels-Best-Western-DanburyBethel.h4841.Hotel-Information) ![Heidi's Inn](https://images.trvl-media.com/lodging/10000000/9500000/9498900/9498859/0ce6450f_y.jpg) ### Heidi's Inn 10/10 Excellent "The inn is absolutely charming! Great staff, clean room and the breakfast buffet was great. We will be returning next year! " [](https://expedia.ca/Poughkeepsie-Hotels-Heidis-Inn-Brewster-New-York.h9498859.Hotel-Information) ![Comfort Inn & Suites Danbury-Bethel](https://images.trvl-media.com/lodging/1000000/20000/16500/16474/42dbd033_y.jpg) ### Comfort Inn & Suites Danbury-Bethel 10/10 Excellent "Staff is very friendly. Only issue was the room was about 85° blasting heat when we walked in " [](https://expedia.ca/Danbury-Hotels-Comfort-Inn-Suites-Danbury-Bethel.h16474.Hotel-Information) ![Comfort Inn Brewster](https://images.trvl-media.com/lodging/37000000/36490000/36486800/36486712/3a1a9879_y.jpg) ### Comfort Inn Brewster 10/10 Excellent "Yes" [](https://expedia.ca/Poughkeepsie-Hotels-Comfort-Inn.h36486712.Hotel-Information) ![Courtyard By Marriott Danbury](https://images.trvl-media.com/lodging/1000000/900000/891500/891471/3879ce24_y.jpg) ### Courtyard By Marriott Danbury 10/10 Excellent "Wonderful staff and awesome food at Bistro " [](https://expedia.ca/Danbury-Hotels-Courtyard-By-Marriott-Danbury.h891471.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Danbury](https://images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg) ### La Quinta Inn & Suites by Wyndham Danbury 10/10 Excellent "Staff was very helpful." [](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ## Find out more about Gaylordsville ## Gaylordsville Vacation Homes information | Number of reviews | 76 | | ----------------- | ------------------ | | Accommodation | 223 Vacation Homes | | Lowest Price | CA $355 | | Highest Price | CA $1,261 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Bantam Hotels ](https://www.expedia.ca/Bantam-Hotels.d3000429862.Travel-Guide-Hotels) - [Cheap Hotels in Bridgewater ](https://www.expedia.ca/Bridgewater-Hotels-Cheap-Hotels.0-0-d553248635973497144-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Bridgewater ](https://www.expedia.ca/Bridgewater-Hotels-Hotel-With-Pool.0-0-d553248635973497144-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Bridgewater Hotels ](https://www.expedia.ca/Bridgewater-Hotels.d553248635973497144.Travel-Guide-Hotels) - [Hotels near Candlewood Lake ](https://www.expedia.ca/Candlewood-Lake-Hotels.0-l553248635975977744-0.Travel-Guide-Filter-Hotels) - 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