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Holiday Homes in Portland

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Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Holiday Homes in Portland

Our top choices for Portland holiday homes

New!Quaint & Convenient Hideaway: Great Location
Fridge, microwave, oven, stovetop

New!Quaint & Convenient Hideaway: Great Location

9.8 out of 10, Exceptional, (12)
"Our family of 4 stayed there while visiting Hartford for our daughter’s college graduation. Great location great property and responsive host. Would def stay again!"
New!Quaint & Convenient Hideaway: Great Location
Ranch style living at its best with country garden & patio!
Property grounds

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (13)
"Solid location and quiet neighborhood good after a long day."
Ranch style living at its best with country garden & patio!
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
TV

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (25)
"Right off the highway, very clean and kitchen was very well equipped. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Prime West Hartford Center Location: Historic Gem
Fridge, microwave, oven, stovetop

Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (28)
"The house is very spacious, clean and comfortable. Will definitely book again!"
Prime West Hartford Center Location: Historic Gem
Amazing Lakefront Property
Interior

Amazing Lakefront Property

9.8 out of 10, Exceptional, (26)
"Great views and a good central location for day trips 👌. "
Amazing Lakefront Property
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Interior

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (29)
"The place was clean and great for a weekend getaway."
The price is AU$488
includes taxes & fees
16 Sept - 17 Sept
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
Fridge, microwave, oven, stovetop

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

9.4 out of 10, Exceptional, (6)
"Beautiful new spacious property in a great safe neighborhood. Very nice for groups. Common Living space s conducive for gathering. Property still under construction as there were other homes still being built. Near busy street but monimal noise. Would stay again."
The price is AU$961
includes taxes & fees
8 Sept - 9 Sept
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Fridge, microwave, oven, stovetop

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

10.0 out of 10, Exceptional, (3)
"It was a pleasure staying here . The owner was always available. The house was updated and felt like home "
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Prime West Hartford Center: Timeless Charm
Property grounds

Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (19)
"Great location, charming house. Well equipped and thoughtfully decorated."
Prime West Hartford Center: Timeless Charm
Private Apartment in Berlin
Fridge, microwave, oven, stovetop

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is AU$502
includes taxes & fees
8 Sept - 9 Sept
Private Apartment in Berlin
The Connecticut Chalet - On 5 Acres!
Interior

The Connecticut Chalet - On 5 Acres!

9.8 out of 10, Exceptional, (6)
"Highly recommend this property if you're heading to the area!"
The Connecticut Chalet - On 5 Acres!
Spacious 4-bedroom house with AC, WiFi in welcoming Guilford
Smart TV

Spacious 4-bedroom house with AC, WiFi in welcoming Guilford

10.0 out of 10, Exceptional, (2)
" The house was awesome, had an very good layout, great yard, nice deck and it was the perfect place for our group! Great communication with the owner!"
Spacious 4-bedroom house with AC, WiFi in welcoming Guilford
#26 Beautifully Renovated 2 BR Home
Fridge, microwave, oven, stovetop

#26 Beautifully Renovated 2 BR Home

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
The price is AU$506
includes taxes & fees
26 Sept - 27 Sept
#26 Beautifully Renovated 2 BR Home
Blue Back Bungalow
Exterior

Blue Back Bungalow

2.0 star property
9.4 out of 10, Exceptional, (14)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is AU$620
includes taxes & fees
8 Sept - 9 Sept
Blue Back Bungalow
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
Fridge, microwave, oven, stovetop

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

10.0 out of 10, Exceptional, (1)
"Clean and quiet location, great place for a relaxing stay."
Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi
Guilford home -self check in, off-street parking
Outdoor dining

Guilford home -self check in, off-street parking

9.2 out of 10, Wonderful, (9)
"Nice house, manageable distance from beaches and restaurants "
Guilford home -self check in, off-street parking
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Fridge, microwave, oven, stovetop

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

10.0 out of 10, Exceptional, (1)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
The price is AU$513
includes taxes & fees
7 Sept - 8 Sept
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

9.4 out of 10, Exceptional, (11)
"House was great & close to where we needed to be. "
The price is AU$488
includes taxes & fees
7 Sept - 8 Sept
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Storybook Cottage
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Storybook Cottage

10.0 out of 10, Exceptional, (2)
"Charming antique property full of character with private backyard, minutes to everything in Old Saybrook. Note- bedrooms half bath are upstairs along with lovely family room, full bath with shower is down. Property was clean and comfortable. We enjoyed our stay!"
Storybook Cottage
Remote private, w/5 acre pond and w/Shooting Range @ Devils Hopyard State Park
Fridge, microwave, oven, stovetop

Remote private, w/5 acre pond and w/Shooting Range @ Devils Hopyard State Park

10.0 out of 10, Exceptional, (6)
"This is truly unique, perfect place to escape for privacy with plenty of activities. House is done very nicely accommodates anybody! We will be back!"
Remote private, w/5 acre pond and w/Shooting Range @ Devils Hopyard State Park
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.
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Top Portland Hotel Reviews

Find out more about Portland

Find out more about Portland

Portland Holiday Homes information

Number of reviews
Accommodation
218 Holiday Homes
Lowest Price
AU$488
Highest Price
AU$961

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