Title: Teesside Vacation Rentals from CA $162: Short-Term Rentals for 2026 | Expedia.ca [Teesside Travel Guide](https://expedia.ca/Teesside.dx182671)[Hotels in Teesside](https://expedia.ca/Teesside-Hotels.d182671.Travel-Guide-Hotels)[Flights to Teesside](https://expedia.ca/Cheap-Flights-To-Teesside.d182671.Travel-Guide-Flights)[Teesside Car Rentals](https://expedia.ca/Car-Rentals-In-Teesside.d182671.Car-Rental-Guide)[Teesside Vacation Packages](https://expedia.ca/Teesside.d182671.Destination-Travel-Guides) ![Infinity Bridge](https://images.trvl-media.com/place/5700/88182b0a-f02d-4108-aec9-205b309ace94.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Teesside 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 Tonight [Dec 8 - Dec 9](https://www.expedia.ca/Hotel-Search?regionId=182671&startDate=2025-12-08&endDate=2025-12-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 9 - Dec 10](https://www.expedia.ca/Hotel-Search?regionId=182671&startDate=2025-12-09&endDate=2025-12-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=182671&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=182671&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Teesside ![Lobby lounge](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/159217bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Laundry room](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/120c8a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio, 2 Single Beds](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/54ff88e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/03f1e6a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station Suites Middlesbrough 9.6/10 Exceptional (18) "My stay was beautiful,clean environment" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Yemi CA $137 CA $164 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44433800/44433791/c28d5ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Balcony](https://images.trvl-media.com/lodging/45000000/44440000/44433800/44433791/347dc625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/45000000/44440000/44433800/44433791/b3f5406d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44433800/44433791/edf59fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sanctuary Redcar 10/10 Exceptional (1) "Really Clean. Very well equipped. Pet friendly. Excellent host. Superb location for town and beach. We walked to Saltburn and Redcar along the beach, walked back from one and got the train back from the other. Really close to cafes, take aways, shops. Friendly neighbours and townsfolk too." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karen CA $585 CA $702 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Redcar-Hotels-The-Sanctuary.h44433791.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101070000/101069900/101069866/3bdc44d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101070000/101069900/101069866/c1bb0bc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101070000/101069900/101069866/7154e5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/102000000/101070000/101069900/101069866/1fda718c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Apartment at Woodside Stockton-on-Tees 10/10 Exceptional (4) "Very clean and tidy property with a great host. Super quiet location but close to all the amenities you could need for a great trip. Local pubs are walkable or very short drive serving good food if you don't want to cook." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karen B. CA $316 CA $316 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Stockton-On-Tees-Hotels-The-Apartment-At-Woodside.h101069866.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/4d5a14ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/ac060c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/63eba5d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76030000/76026600/76026553/c8c70c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Winds Cottage Guisborough 10/10 Exceptional (1) "A great little place to chill out. Location brilliant for accessing beaches/ harbours and forest walks. Good selection of pubs / takeaways and little cafés. Hot tub a real bonus ! Beds very comfy ....perfect !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emma CA $753 CA $753 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h76026553.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/700608e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/df4fcd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/a52ada7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35700000/35696000/35695993/54749800.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COTTAGE SLEEPING 4 HAYSTACK/HAYLOFT NEXT TO FOX COVERT PUB YARM High Leven 10/10 Exceptional (2) "It's a quirky place but it was as described and Angie was welcoming and accommodating." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Simon N. CA $341 CA $389 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Yarm-Hotels-Haylofthaystacks-Sleeping-5.h35695993.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/b87a02c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video-game console](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/40d6f974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/495b0c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99260000/99259000/99258990/3e317dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stoney Nook Cottage Guisborough 9.2/10 Wonderful (5) "Beautifully renovated cottage with comfortable bed and modern washroom. Conveniently located for exploring Guisborough and helpful guidebook with suggestions for the kids and adults. The grocery store is a 5-minute block away also. Andy was very helpful and easy to communicate with." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Shelley & J. CA $147 CA $177 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Guisborough-Hotels-Stoney-Nook-Cottage.h99258990.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/deb4c05f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/8838bc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/4d0062e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35700000/35696500/35696403/w1080h1681x0y0-1a48b4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HAYSTACK COTTAGE SLEEPING 2 NEXT TO FOX COVERT PUB YARM High Leven 9.0/10 Wonderful (2) "Enjoyed our stay in the homely Haystack Cottage, dogs enjoyed it too (some nice walks nearby). All very comfortable and cosy!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Edward M. CA $153 CA $182 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Yarm-Hotels-Haystacks-Sleeping-3.h35696403.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/5c8a1fac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/4f5b9938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/defc3083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer](https://images.trvl-media.com/lodging/120000000/119550000/119548700/119548638/28945276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Book your stay today at our bed and breakfast Middlesbrough CA $46 CA $76 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Middlesbrough-Hotels-Book-Your-Stay-Today-At-Our-Bed-And-Breakfast.h119548638.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35690000/35688100/35688097/076b4766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35690000/35688100/35688097/75bd5f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35690000/35688100/35688097/9f42cd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35690000/35688100/35688097/1583115b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### THE RAFTERS COTTAGE SLEEP 3 S/C B&B NEXY TO FOX COVERT PUB YARM QUIRKY High Leven CA $254 CA $289 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Yarm-Hotels-The-Rafters-Sleeping-4-B-B-Yarm.h35688097.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90330000/90321000/90320977/f0279157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/91000000/90330000/90321000/90320977/6b0fb73c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90330000/90321000/90320977/0971e42b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90330000/90321000/90320977/99feef73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Tipsy Bee at 143. Guisborough 10/10 Exceptional (1) "Fantastic stay in a wonderfully comfortable house. Loads of extras to make our stay very enjoyable. Nothing was left to chance. We look forward to returning to The Tipsy Bee." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lenny L. CA $394 CA $394 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Guisborough-Hotels-2-Bedroom-Accommodation-In-Guisborough.h90320977.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/b9e923f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/0b5d5d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/8ee37cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261291/6fca9b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bedroom House with Garden next to the River Tees Stockton on Tees 10/10 Exceptional (2) "Good location, host was very responsive, property had everything we needed. Good check-in/out process " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David R. CA $147 CA $177 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Stockton-On-Tees-Hotels-2-Bedroom-House-With-Garden-Next-To-The-River-Tees.h99261291.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000309/13ccaeab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000309/12c8dc63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000309/69687f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Private kitchen](https://images.trvl-media.com/lodging/32000000/31010000/31000400/31000309/6d934363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Stables Redcar CA $442 CA $530 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/Redcar-Hotels-The-Stables.h31000309.Hotel-Information) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/d00e9141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/6066d44e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/81edffd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100600000/100596400/100596318/399442bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Contemporary eco home with a twist! Marton-in-Cleveland CA $262 CA $330 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Middlesbrough-Hotels-Contemporary-Eco-Home-With-A-Twist.h100596318.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/ea3cfb07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/3ef76123.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/921e74f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99270000/99261300/99261299/896b1de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy, 2 Bedroom Cottage in Guisborough Town Centre North Yorkshire 10/10 Exceptional (2) "It’s well situated and a nice place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jane CA $133 CA $162 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Guisborough-Hotels-Cosy.h99261299.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121210000/121204500/121204496/cb02cd53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/122000000/121210000/121204500/121204496/ce092e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121210000/121204500/121204496/0f208765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121210000/121204500/121204496/9032deeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Superb Studio Apartment - 004 Middlesbrough CA $138 CA $157 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Middlesbrough-Hotels-Superb-Studio-Apartment-004.h121204496.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/92000000/91270000/91261500/91261450/f74f3ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91270000/91261500/91261450/a3df4d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/92000000/91270000/91261500/91261450/31213ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91270000/91261500/91261450/9484cde4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rose Cottage Yarm - Private cottage behind Yarm High Street Yarm CA $274 CA $313 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Yarm-Hotels-Rose-Cottage-Yarm-Private-Cottage-Behind-Yarm-High-Street.h91261450.Hotel-Information) ![Apartment, 1 Bedroom, Garden View | Dining](https://images.trvl-media.com/lodging/88000000/87830000/87825900/87825854/79faa792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View](https://images.trvl-media.com/lodging/88000000/87830000/87825900/87825854/5f8133e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View | Interior](https://images.trvl-media.com/lodging/88000000/87830000/87825900/87825854/74b5c03a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 1 Bedroom, Garden View | Exterior](https://images.trvl-media.com/lodging/88000000/87830000/87825900/87825854/3da8fc7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hardwick Haven, Sedgefield - Near Hardwick Hall Stockton-on-Tees CA $128 CA $177 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Stockton-On-Tees-Hotels-Hardwick-Haven.h87825854.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675121/5c02c9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675121/989b6e28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675121/c1db38f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675121/6f8d87f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floral Lodge 4 Great Ayton Yorkshire - sleeps 4 guests in 2 bedrooms Great Ayton CA $606 CA $606 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Middlesbrough-Hotels-Floral-Lodge-4-Great-Ayton-Yorkshire-Sleeps-4-Guests-In-2-Bedrooms.h112675121.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104550000/104546900/104546808/8468b86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/105000000/104550000/104546900/104546808/9c6cf5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104550000/104546900/104546808/0bdd19df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104550000/104546900/104546808/641a3edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Host & Stay | Finch House Stokesley 8.0/10 Very good (1) CA $593 CA $759 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Middlesbrough-Hotels-Host-Stay-Finch-House.h104546808.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/122000000/121570000/121562000/121561942/a47010e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121570000/121562000/121561942/22e1f01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121570000/121562000/121561942/9ef04fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121570000/121562000/121561942/8caaedfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nellie's Retreat - Luxury 3-Bed Pet Friendly Home in Guisborough Guisborough CA $129 CA $304 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Guisborough-Hotels-Nellies-Retreat-Luxury-3-Bed-Pet-Friendly-Home-In-Guisborough.h121561942.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=2025-12-22&endDate=2025-12-23®ionId=182671&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=CHALET) Residences [](https://www.expedia.ca/Hotel-Search?destination=Teesside%2C+England%2C+United+Kingdom®ionId=182671&latLong=54.561478%2C-1.247387&adults=2&startDate=2026-03-08&d1=2026-03-08&endDate=2026-03-11&d2=2026-03-11&lodging=RESIDENCE) ![](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%2FTeesside-Vacation-Rentals.d182671.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTeesside-Vacation-Rentals.d182671.Travel-Guide-VacationRentals) ## Top Teesside Hotel Reviews ![Hampton by Hilton Stockton on Tees](https://images.trvl-media.com/lodging/34000000/33690000/33685400/33685346/a3ce808b_y.jpg) ### Hampton by Hilton Stockton on Tees 10/10 Excellent "Fresh but a little cold" [](https://expedia.ca/Stockton-On-Tees-Hotels-Hampton-By-Hilton-Stockton-On-Tees.h33685346.Hotel-Information) ![Cross Keys Hotel by Greene King Inns](https://images.trvl-media.com/lodging/10000000/9490000/9485000/9484956/bd92f3a4_y.jpg) ### Cross Keys Hotel by Greene King Inns 10/10 Excellent "Staff" [](https://expedia.ca/Guisborough-Hotels-Cross-Keys-Hotel-By-Greene-King-Inns.h9484956.Hotel-Information) ![Wainstones Hotel](https://images.trvl-media.com/lodging/2000000/1470000/1462000/1461922/1c40c121_y.jpg) ### Wainstones Hotel 10/10 Excellent "Warm, comfortable and good service. We really enjoyed our overnight stay at this newly refurbished quirky hotel. " [](https://expedia.ca/Middlesbrough-Hotels-Wainstones-Hotel.h1461922.Hotel-Information) ![The Highfield Hotel](https://images.trvl-media.com/lodging/1000000/910000/901200/901178/10ce77cc_y.jpg) ### The Highfield Hotel 10/10 Excellent "The room was spotless had a great stay comfy beds and the staff was great the heating was too high but apart from that would definitely stay again " [](https://expedia.ca/Middlesbrough-Hotels-The-Highfield-Hotel.h901178.Hotel-Information) ![Hardwick Hall Hotel](https://images.trvl-media.com/lodging/1000000/810000/806200/806184/37e723fc_y.jpg) ### Hardwick Hall Hotel 10/10 Excellent "Beautiful place as always. Rooms were warm and cosy and comfortable. Bath is amazing! Lovely staff. Lovely breakfast. Enjoyed my stay a lot. Thank you. " [](https://expedia.ca/Stockton-On-Tees-Hotels-Hardwick-Hall-Hotel.h806184.Hotel-Information) ![The Hoptimist ](https://images.trvl-media.com/lodging/89000000/88770000/88767400/88767330/d5df2644_y.jpg) ### The Hoptimist 10/10 Excellent "Room was immaculate, bed was very comfortable and room was spacious with a shower. The staff in Pub downstairs are very welcoming and friendly, plus drinks are great value. I have stayed here twive and would always choose here if staying in Boro again for value and quality of the stay." [](https://expedia.ca/Stockton-On-Tees-Hotels-Garrick-Hotel.h88767330.Hotel-Information) ![Station Suites ](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/159217bb_y.jpg) ### Station Suites 10/10 Excellent "Modern, clean room, with all the amenities required for a comfortable stay" [](https://expedia.ca/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information) ![Holiday Inn Express Middlesbrough - Centre Square by IHG](https://images.trvl-media.com/lodging/12000000/11470000/11463200/11463190/e47d3775_y.jpg) ### Holiday Inn Express Middlesbrough - Centre Square by IHG 10/10 Excellent "Our whole stay was great. The hotel was in a great location, not far the University and the station. All of the staff were friendly and helpful. Would certainly stay there again." [](https://expedia.ca/Middlesbrough-Hotels-Holiday-Inn-Express-Middlesbrough-Centre-Square.h11463190.Hotel-Information) ![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg) ### Leonardo Hotel Middlesbrough 10/10 Excellent "excellent apart having to leave before my stay had ended " [](https://expedia.ca/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.Hotel-Information) ## Find out more about Teesside You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Teesside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Teesside ### 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) - 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