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Holiday Rentals in Portland
![Fun Downtown Location](https://images.trvl-media.com/lodging/63000000/62960000/62954100/62954042/50052bfc_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Fun Downtown Location
![Charming 2 Bedroom Guest Apartment in Essex, CT](https://images.trvl-media.com/lodging/90000000/89520000/89510600/89510515/45f0f9b9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Charming 2 Bedroom Guest Apartment in Essex, CT
![Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks](https://images.trvl-media.com/lodging/85000000/84020000/84013000/84012968/034e040a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
![Go Jump in the Lake!](https://images.trvl-media.com/lodging/20000000/19670000/19665000/19664948/b072b2a1_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Go Jump in the Lake!
![Mountaintop Horse Farm with Heated Pool](https://images.trvl-media.com/lodging/74000000/73570000/73568600/73568593/6fbefcd6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Mountaintop Horse Farm with Heated Pool
![Lakefront Cottage w/ Covered Porch & Dock!](https://images.trvl-media.com/lodging/95000000/94960000/94955200/94955127/b507e69e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lakefront Cottage w/ Covered Porch & Dock!
![New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/4cf42132_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
![Amazing Lakefront Property](https://images.trvl-media.com/lodging/70000000/69940000/69931800/69931787/397b71c5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Amazing Lakefront Property
![Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF](https://images.trvl-media.com/lodging/34000000/33920000/33911700/33911611/9ba550b7_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
![Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!](https://images.trvl-media.com/lodging/102000000/101080000/101070700/101070653/w1557h735x0y0-71c69980_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
![The getaway! Located in the downtown area.](https://images.trvl-media.com/lodging/97000000/96530000/96526400/96526322/fa3de68b_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The getaway! Located in the downtown area.
![Massive 5 Bedrooms: 3King 2Queen](https://images.trvl-media.com/lodging/103000000/102410000/102404400/102404341/2d97b412_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Massive 5 Bedrooms: 3King 2Queen
![Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!](https://images.trvl-media.com/lodging/96000000/96000000/95993100/95993075/93cfdda5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
![Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks](https://images.trvl-media.com/lodging/72000000/71920000/71917500/71917472/75318a8a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
Holiday Rentals in Portland
When it comes to going on a break to Portland, you can go the traditional route with a hotel, or see things from a new, exciting perspective with your very own Portland holiday rental. The price difference alone makes it a tantalising prospect, as you’ll enjoy huge savings on nightly rates when you go for your own apartment, villa or cottage rather than a hotel stay. But there are so many other perks, beyond simply getting more bang for your buck.
There’s the sense of instantly becoming a “local” to the area, rather than just a box-ticking tourist. From the moment you set foot through the front door, a holiday rental in Portland will become your home away from home, where you can relax in the living spaces and cook your own meals in the kitchen – perhaps with fresh, locally-sourced ingredients from a bustling food market close by.
The feeling of real privacy is another major benefit that comes with Portland holiday rentals. Whether you go for a sleek apartment, smart villa or cosy cottage, you won’t be in a busy tourist temple with hotel staff and other travellers around you all the time – you’ll have your own space where you can enjoy your holiday at your own pace. Have breakfast at your leisure at the kitchen table, chat over your list of must-dos in the living room, and then head out for hours of sightseeing before returning for your later afternoon siesta in a space which is truly your own.
You’ll also have a serious variety of possible pads to choose from. With ebookers, finding the right place is a doddle. You can search for contemporary apartments with sleek decor, ideal for a romantic getaway, or select a large villa where every member of the family gets to kick back in their own spacious bedroom.
To make it easier to pinpoint the exact right Portland holiday rental, you can use our map to find villas, cottages and apartments close to major landmarks and attractions, so you can choose to be in the thick of the action or in a more quiet and serene area. Just select your preferred travel dates and you’ll be able to find the best, most recently updated deals on Portland holiday rentals in moments.