Title: Portland Vacation Home Rentals from CA $295: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Portland](https://expedia.ca/Portland-Hotels.d183073.Travel-Guide-Hotels)[Vacation Rentals in Portland](https://expedia.ca/Portland-Vacation-Rentals.d183073.Travel-Guide-VacationRentals)[Portland Car Rentals](https://expedia.ca/Car-Rentals-In-Portland.d183073.Car-Rental-Guide)[Portland Vacation Packages](https://expedia.ca/Portland.d183073.Destination-Travel-Guides) ![Arrigoni Bridge](https://images.trvl-media.com/place/183073/99626330-53ef-414b-8132-1049de344d67.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Portland 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 Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183073&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) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183073&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 one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=183073&startDate=2026-01-09&endDate=2026-01-11&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=183073&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) ## Our top choices for Portland vacation homes ![Interior](https://images.trvl-media.com/lodging/123000000/122440000/122435100/122435028/155679fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122440000/122435100/122435028/d61efb0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122440000/122435100/122435028/dc7e7a5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122440000/122435100/122435028/2e97e0c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2-bedroom Oasis in Portland [](https://www.expedia.ca/Portland-Hotels-2-Bedroom-Oasis-In-Portland.h122435028.Hotel-Information) Portland CA $218 CA $813 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Portland-Hotels-2-Bedroom-Oasis-In-Portland.h122435028.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/w1349h899x0y1-aabfa980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/a620bbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/19ce922b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/26e77899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private [](https://www.expedia.ca/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) Salem 10/10 Exceptional (5) "Place is nice would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nic CA $126 CA $483 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/f059c34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/7528e649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/02d21f5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/99702ac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront - King - W&D - Fire Pit - Kayaks - SUPs [](https://www.expedia.ca/Coventry-Hotels-Lakefront-King-WD-Fire-Pit-Kayaks-SUPs.h75632625.Hotel-Information) Coventry Lake 9.8/10 Exceptional (34) "We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George J. CA $165 CA $376 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Coventry-Hotels-Lakefront-King-WD-Fire-Pit-Kayaks-SUPs.h75632625.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/587f9f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/d6841a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/7c3b2b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/c185e7e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern & Cozy Cape | 4 Bedroom House | Central Location [](https://www.expedia.ca/Manchester-Hotels-Modern-Cozy-Cape-4-Bedroom-House-Central-Location.h83559048.Hotel-Information) Manchester Center 10/10 Exceptional (5) "This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorie D. CA $150 CA $359 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Manchester-Hotels-Modern-Cozy-Cape-4-Bedroom-House-Central-Location.h83559048.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/63307396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/325fc50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/00a0d671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/62ac79d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apartment in Berlin [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) Berlin 9.2/10 Wonderful (5) "We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy B. CA $161 CA $425 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/772b2c5d.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/91000000/90710000/90707200/90707157/a866d3b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/c55a23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/28ce53e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #24 \*Serenity\* A Lakefront Cottage Retreat [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) Middletown 9.8/10 Exceptional (21) "We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole N. CA $173 CA $419 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/bf5d2058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/c537ec71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/4b37fe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/314c977a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Once the old Schools house now a newly furnished Apartment [](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) Wallingford Center 9.0/10 Wonderful (13) "Excellent option for a short stay near the heart of it all in Wallingford." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanette W. CA $159 CA $393 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a31fd902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/89e5a275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LONG-TERM Relaxing Glass House - Fall Leaves/Beach 5mins/Ski 25mins [](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information) Clinton 10/10 Exceptional (3) "Vincent was amazing to work with! We decided to change the dates and he was very patient and helpful while we got it updated with VRBO. The home is in a peaceful neighborhood with beautiful trees and active squirrels (my daughter’s favorite part). The location was convenient for our needs. We all enjoyed the game tables and the convenience of the washer and dryer. We even tried out the projector one night to watch a couple of episodes of Gilmore Girls – so fun! Vincent checked in once we arrived... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin S. CA $168 CA $706 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/6b873162.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/100000000/99480000/99476700/99476616/f2cb62d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/b3af2d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/63dd7336.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #26 Beautifully Renovated 2 BR Home [](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information) Plainville 10/10 Exceptional (4) "We thoroughly enjoyed our stay! The space was great for our family of 4\. Would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaTanya W. CA $161 CA $331 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476611/a07b6027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476611/a1855b3f.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/100000000/99480000/99476700/99476611/946da813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476611/66232cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #28- \*Modern Bungalow\* [](https://www.expedia.ca/New-Britain-Hotels-28-Modern-Bungalow.h99476611.Hotel-Information) New Britain 9.0/10 Wonderful (2) "This stay was very comfortable and also not too fat from the Convention Center either " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicente B. CA $187 CA $364 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/New-Britain-Hotels-28-Modern-Bungalow.h99476611.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/1f3110eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/80cc653e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/3b3e886e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/5b7486a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington [](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information) Southington 10/10 Exceptional (1) "We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cindy M. CA $110 CA $667 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114480000/114472800/114472770/6b8ff55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114480000/114472800/114472770/7407083e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114480000/114472800/114472770/b661d507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114480000/114472800/114472770/cf696385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4-bedroom house in Windham - Pet Friendly - Thread City Family Escape [](https://www.expedia.ca/Willimantic-Hotels-4-Bedroom-House-In-Windham-Pet-Friendly-Thread-City-Family-Escape.h114472770.Hotel-Information) Windham 9.8/10 Exceptional (8) "Great house for family visit with our USCG cadet. The owners were very flexible and responsive to our needs. The property was clean and spacious we will use again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark M. CA $194 CA $744 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Willimantic-Hotels-4-Bedroom-House-In-Windham-Pet-Friendly-Thread-City-Family-Escape.h114472770.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/21a78243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/99f560b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/9fae94d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/w1284h850x0y4-2af70740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern \~ 3 Bedroom House \~ Sleeps 8 \~ 11 mins to Hartford [](https://www.expedia.ca/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.Hotel-Information) Manchester 9.4/10 Exceptional (14) "House was great & close to where we needed to be. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erica M. CA $150 CA $369 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/7f49dba8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/367417ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/42181017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/05304b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Stays: Middletown, CT [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) Middletown 10/10 Exceptional (18) "The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cari M. CA $152 CA $298 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/8c60ece7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/f4c65ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Modern Stay Steps from the Ocean [](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information) Clinton 10/10 Exceptional (1) "Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly Z. CA $224 CA $466 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/4e86762a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/e5e268a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/c63f512b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/03f324a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage [](https://www.expedia.ca/New-Britain-Hotels-Clean.h116653280.Hotel-Information) New Britain 10/10 Exceptional (8) " Heck-on was smooth and the kitchen and facilities were great. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth P. CA $156 CA $334 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/New-Britain-Hotels-Clean.h116653280.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1b8a6cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/96041570.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/120000000/119310000/119305500/119305470/b45f0846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/eb680fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Guest Suite in Historic Home [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) Middletown 10/10 Exceptional (1) "Perfect for a single traveler. Clean, roomy, quaint room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke CA $204 CA $295 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/304690d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/3d1b063e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/65684bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/af74480c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-Bedroom Home with Modern Comforts in West Hartford [](https://www.expedia.ca/West-Hartford-Hotels-Charming-3-Bedroom-Home-With-Modern-Comforts-In-West-Hartford.h107908182.Hotel-Information) West Hartford 8.6/10 Excellent (9) "Great house in a safe neighborhood with a fenced in yard. Amenities provided. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ben H. CA $190 CA $421 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/West-Hartford-Hotels-Charming-3-Bedroom-Home-With-Modern-Comforts-In-West-Hartford.h107908182.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/650b435b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/w1003h750x5y0-22089762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/w1017h1324x0y0-57857bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/108000000/107460000/107458300/107458207/fc227418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1-bedroom vacation home 22 minutes from Quinnipiac University [](https://www.expedia.ca/Waterbury-Hotels-1-Bedroom-Vacation-Home-22-Minutes-From-Quinnipiac-University.h107458207.Hotel-Information) Wolcott 9.6/10 Exceptional (4) "Very clean and the host was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David G. CA $207 CA $547 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Waterbury-Hotels-1-Bedroom-Vacation-Home-22-Minutes-From-Quinnipiac-University.h107458207.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/7829d72f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/e75de95d.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/58000000/57700000/57696800/57696731/eebfd635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/58000000/57700000/57696800/57696731/5075149a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Remodeled 1-BR Close to Everything yet Very Private [](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-1-BR-Close-To-Everything-Yet-Very-Private.h57696731.Hotel-Information) Wallingford 10/10 Exceptional (9) "The flat has a nice layout and was very comfortable. We enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary R. CA $159 CA $399 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Wallingford-Hotels-Newly-Remodeled-1-BR-Close-To-Everything-Yet-Very-Private.h57696731.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=2025-12-25&endDate=2025-12-26®ionId=183073&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=Portland%2C+Connecticut%2C+United+States+of+America®ionId=183073&latLong=41.572624%2C-72.640816&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+Connecticut%2C+United+States+of+America®ionId=183073&latLong=41.572624%2C-72.640816&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APART_HOTEL) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+Connecticut%2C+United+States+of+America®ionId=183073&latLong=41.572624%2C-72.640816&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+Connecticut%2C+United+States+of+America®ionId=183073&latLong=41.572624%2C-72.640816&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+Connecticut%2C+United+States+of+America®ionId=183073&latLong=41.572624%2C-72.640816&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Portland%2C+Connecticut%2C+United+States+of+America®ionId=183073&latLong=41.572624%2C-72.640816&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CONDO) ![](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%2FPortland-Private-Vacation-Homes.d183073-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPortland-Private-Vacation-Homes.d183073-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Portland Hotel Reviews ![Hilton Garden Inn Hartford North/Bradley Int'l Airport](https://images.trvl-media.com/lodging/1000000/540000/531100/531022/fb287dbf_y.jpg) ### Hilton Garden Inn Hartford North/Bradley Int'l Airport 10/10 Excellent "Staff👍 & clean room" [](https://expedia.ca/Hartford-Hotels-Hilton-Garden-Inn-Hartford-NorthBradley-Intl-Airport.h531022.Hotel-Information) ![Best Western Manchester](https://images.trvl-media.com/lodging/1000000/880000/877200/877158/510be116_y.jpg) ### Best Western Manchester 10/10 Excellent "Everything was super clean - room, bathroom, halls. And smells clean, a big factor for me. I use a walker, and there was plenty of room to get around including in the bathroom. " [](https://expedia.ca/Hartford-Hotels-Manchester-Inn-And-Suites.h877158.Hotel-Information) ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg) ### Holiday Inn Express Southington by IHG 10/10 Excellent "Yes" [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg) ### Holiday Inn Cheshire - Southington by IHG 10/10 Excellent "Yes" [](https://expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 10/10 Excellent "Located in a safe and quiet area of Hartford and the staff was very friendly and professional so my only complaint was the carpet and sofa bed were a little outdated but overall I would definitely come back here. Keep up the great work " [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![Hamden Hotel and Suites – Hamden New Haven](https://images.trvl-media.com/lodging/1000000/20000/18000/17931/c3c836db_y.jpg) ### Hamden Hotel and Suites – Hamden New Haven 10/10 Excellent "." [](https://expedia.ca/New-Haven-Hotels-Clarion-Hotel-Suites-Hamden-New-Haven.h17931.Hotel-Information) ![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg) ### Avon Old Farms Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg) ### Extended Stay America Suites Hartford Farmington 10/10 Excellent "Clean " [](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 10/10 Excellent "Great time" [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ## Find out more about Portland ## Portland Vacation Homes information | Number of reviews | 149 | | ----------------- | ------------------ | | Accommodation | 209 Vacation Homes | | Lowest Price | CA $295 | | Highest Price | CA $813 | ## Explore a world of travel with Expedia - 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