Portland holiday rentals

From simple studios to luxe lofts, find holiday rentals that are right for you on Airbnb.
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Holiday rentals in Portland

£63 SUNNY PRIVATE 1 BEDROOM APARTMENT
45 reviews

Feel right at home in this modern meets traditional 1 bedroom apartment. Features a full kitchen, living room and reading nook/office . A short 5-7 minute drive to Wesleyan Univ... read more
£107 Apartment on Great Hill Pond Portland, CT
12 reviews

My place is close to great views, restaurants and dining, Hurd State Park Hiking, Mohegan Sun, SaintClements Castle, Gillette Castle, Goodspeed playhouse, Wesylyne University in... read more
£32 1 Bedroom on Great Hill Pond Portland, CT
9 reviews

My place is close to great views, restaurants and dining, Hurd State Park Hiking, Mohegan Sun, Clements Castle, Gillette Castle, Goodspeed and The Terris Theater. You’ll love my... read more
£40 Apartment with 2 beds on Great Hill Pond Portland
7 reviews

My place is close to great views, restaurants and dining, Hurd State Park Hiking, Mohegan Sun, Clements Castle, Gillette Castle, Goodspeed and The Terris Theater. You’ll love my... read more
£119 Overnight on the CT River in a 36' Motor Yacht
1 review

A unique overnight opportunity! Spend the night on the Connecticut River in a 36' aft cabin motor yacht. Climb aboard! The perfect location for a private, romantic weekend getaw... read more
£36 PRIVATE ROOM/bath w/wet bar & deck
4 reviews

Beautiful, spacious room with private entrance & bathroom, wet bar, 2 closets, fridge, microwave, comp desk, 40" HD Smart TV, central A/C & heat. Located in beautiful home, quie... read more

Favourite Portland holiday rentals

£55 @WESLEYAN room & ensuite bath
124 reviews

Located on the quiet side of campus, three doors down from the admissions building, our home is extremely convenient to Wesleyan Univ. A lovely private room w/ queen bed, attac... read more
£71 Quaint 2br apt- walk to Wesleyan
37 reviews

Nicely appointed 1st floor 2 BR apt, 1 block from Wesleyan and 3 blocks from food/fun on Main St. 1 full & 2 twin beds, linens, laundry, dishwasher, tv (roku with sling tv), dvd... read more
£59 Private Guest Suite
3 reviews

Private, separate living space featuring a bedroom, three piece bathroom, living room, mini fridge, and patio. Close to highways, restaurants, shops, and golf courses. Great bac... read more
£51 Bring your clubs!_Green
1 review

Quiet house on Hunter golf course. overlooking the 9th hole. plenty of parking. Walk to parks.. Walk to Silver City BMX park, walk to Guiffirida park. Hike around the reservoir ... read more
£32 One Bedroom Available
37 reviews

One bedroom available in a 1,200 square foot home, you'll have your own bathroom the house is located in a very quiet neighborhood and is 10 minutes away from Hartford Connectic... read more
£74 Lake Beseck cottage
21 reviews

Very comfortable 1 bedroom cottage 3 blocks from the lake. Large bathroom with shower, heated floors and laundry. Full kitchen, living room with sofa and TV. Bedroom has full be... read more

More holiday rentals in Portland

£36 Charming One bedroom apartment
59 reviews

Newly renovated one bedroom apartment in Hartford's Asylum Hill neighborhood. Now with Wi-Fi. Walking distant to Saint Francis Hospital & Medical Center. I will provide keys. ... read more
£79 Charming Barn Apartment
31 reviews

Our one bedroom apartment in a colonial barn has a country feeling! It comfortably fits two and is a 10 minute drive into downtown Hartford. Located halfway between Boston and ... read more
£55 Denise's house
45 reviews

The house was built in 1938 and renovated in 2013. It has an open kitchen/dining room and a comfortable living room. I have a private master suite. The other 2 bedrooms have ... read more
£55 Cozy Pond Side Retreat in Central CT
16 reviews

Comfortable home away from home. Centrally located between Hartford and New Haven. Near CCSU, UCONN Medical, HOCC, quick drive to West Hartford or Middletown. Great for the... read more

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