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Holiday Rentals in Portland

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Bedrooms

Bathrooms

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Distinctive Features

Distance from

5 km
48 rentals in Portland.
Lake Cottage Getaway, holiday rental in Portland
Lake Cottage Getaway, holiday rental in Portland
Lake Cottage Getaway, holiday rental in Portland

Lake Cottage Getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Deluxe  Condo In Innercity Portland, Oregon, holiday rental in Portland
Deluxe  Condo In Innercity Portland, Oregon, holiday rental in Portland
Deluxe  Condo In Innercity Portland, Oregon, holiday rental in Portland

Deluxe Condo In Innercity Portland, Oregon

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The following properties within 32 kms of Portland match all your filters:
Tiny Lakefront Cottage!, holiday rental in Portland
Tiny Lakefront Cottage!, holiday rental in Portland
Tiny Lakefront Cottage!, holiday rental in Portland

Tiny Lakefront Cottage!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Peaceful lake cottage #2, holiday rental in Portland
Peaceful lake cottage #2, holiday rental in Portland
Peaceful lake cottage #2, holiday rental in Portland

Peaceful lake cottage #2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy newly remodeled home close to major amenities  in Connecticut a, holiday rental in Portland
Cozy newly remodeled home close to major amenities  in Connecticut a, holiday rental in Portland
Cozy newly remodeled home close to major amenities  in Connecticut a, holiday rental in Portland

Cozy newly remodeled home close to major amenities in Connecticut a

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Lake Front Cottage #7!, holiday rental in Portland
Lake Front Cottage #7!, holiday rental in Portland
Lake Front Cottage #7!, holiday rental in Portland

Lake Front Cottage #7!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Romantic Lakefront Cottage #5, holiday rental in Portland
Romantic Lakefront Cottage #5, holiday rental in Portland
Romantic Lakefront Cottage #5, holiday rental in Portland

Romantic Lakefront Cottage #5

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Amazing Lakefront Property, holiday rental in Portland
Amazing Lakefront Property, holiday rental in Portland
Amazing Lakefront Property, holiday rental in Portland

Amazing Lakefront Property

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!, holiday rental in Portland
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!, holiday rental in Portland
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!, holiday rental in Portland

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Lake Fun: PingPong, Pool Table, Slide, EV Charger, holiday rental in Portland
Lake Fun: PingPong, Pool Table, Slide, EV Charger, holiday rental in Portland
Lake Fun: PingPong, Pool Table, Slide, EV Charger, holiday rental in Portland

Lake Fun: PingPong, Pool Table, Slide, EV Charger

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lake Front Home....., holiday rental in Portland
Lake Front Home....., holiday rental in Portland
Lake Front Home....., holiday rental in Portland

Lake Front Home.....

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Fun Lake Front Cottage!, holiday rental in Portland
Fun Lake Front Cottage!, holiday rental in Portland
Fun Lake Front Cottage!, holiday rental in Portland

Fun Lake Front Cottage!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Lakefront Cottage #6, holiday rental in Portland
Cozy Lakefront Cottage #6, holiday rental in Portland
Cozy Lakefront Cottage #6, holiday rental in Portland

Cozy Lakefront Cottage #6

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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lakefront estate, holiday rental in Portland
lakefront estate, holiday rental in Portland
lakefront estate, holiday rental in Portland

lakefront estate

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful modern Farmhouse studio, holiday rental in Portland
Beautiful modern Farmhouse studio, holiday rental in Portland
Beautiful modern Farmhouse studio, holiday rental in Portland

Beautiful modern Farmhouse studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Historic Mansion 1841, holiday rental in Portland
Historic Mansion 1841, holiday rental in Portland
Historic Mansion 1841, holiday rental in Portland

Historic Mansion 1841

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 7
Match: Sleeps
More info
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In-Law Suite in Rocky Hill with Private Entrance, holiday rental in Portland
In-Law Suite in Rocky Hill with Private Entrance, holiday rental in Portland
In-Law Suite in Rocky Hill with Private Entrance, holiday rental in Portland

In-Law Suite in Rocky Hill with Private Entrance

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Renovated Apt - 4min walk from Wesleyan & Main St, holiday rental in Portland
Renovated Apt - 4min walk from Wesleyan & Main St, holiday rental in Portland
Renovated Apt - 4min walk from Wesleyan & Main St, holiday rental in Portland

Renovated Apt - 4min walk from Wesleyan & Main St

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Cozy condo in heart of CT, holiday rental in Portland
Cozy condo in heart of CT, holiday rental in Portland
Cozy condo in heart of CT, holiday rental in Portland

Cozy condo in heart of CT

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Cozy Getaway w/lots of Natural Light :) 5 mins to adventures, holiday rental in Portland
Cozy Getaway w/lots of Natural Light :) 5 mins to adventures, holiday rental in Portland
Cozy Getaway w/lots of Natural Light :) 5 mins to adventures, holiday rental in Portland

Cozy Getaway w/lots of Natural Light :) 5 mins to adventures

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Betty's Boat House, holiday rental in Portland
Betty's Boat House, holiday rental in Portland
Betty's Boat House, holiday rental in Portland

Betty's Boat House

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Modern Apartment in Prime Location (ID1167X633), holiday rental in Portland
Modern Apartment in Prime Location (ID1167X633), holiday rental in Portland
Modern Apartment in Prime Location (ID1167X633), holiday rental in Portland

Modern Apartment in Prime Location (ID1167X633)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Modern Apartment in Prime Location (ID7508X96), holiday rental in Portland
Modern Apartment in Prime Location (ID7508X96), holiday rental in Portland
Modern Apartment in Prime Location (ID7508X96), holiday rental in Portland

Modern Apartment in Prime Location (ID7508X96)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cabin Deck House - Formidable Cabin in Laurel Island, holiday rental in Portland
Cabin Deck House - Formidable Cabin in Laurel Island, holiday rental in Portland
Cabin Deck House - Formidable Cabin in Laurel Island, holiday rental in Portland

Cabin Deck House - Formidable Cabin in Laurel Island

Cabin Holiday Rental
4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Country living at its finest - just 10 min to downtown Middletown, holiday rental in Portland
Country living at its finest - just 10 min to downtown Middletown, holiday rental in Portland
Country living at its finest - just 10 min to downtown Middletown, holiday rental in Portland

Country living at its finest - just 10 min to downtown Middletown

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Family Friendly,Lakefront Cottage, 1 dock, private, easy access from I 91., holiday rental in Portland
Family Friendly,Lakefront Cottage, 1 dock, private, easy access from I 91., holiday rental in Portland
Family Friendly,Lakefront Cottage, 1 dock, private, easy access from I 91., holiday rental in Portland

Family Friendly,Lakefront Cottage, 1 dock, private, easy access from I 91.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Two bedroom unit on 3rd floor.  Private entrance., holiday rental in Portland
Two bedroom unit on 3rd floor.  Private entrance., holiday rental in Portland
Two bedroom unit on 3rd floor.  Private entrance., holiday rental in Portland

Two bedroom unit on 3rd floor. Private entrance.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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#24 *Serenity* A Lakefront Cottage Retreat, holiday rental in Portland
#24 *Serenity* A Lakefront Cottage Retreat, holiday rental in Portland
#24 *Serenity* A Lakefront Cottage Retreat, holiday rental in Portland

#24 *Serenity* A Lakefront Cottage Retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Braswell, holiday rental in Portland
The Braswell, holiday rental in Portland
The Braswell, holiday rental in Portland

The Braswell

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Little House on River - architectural gem, holiday rental in Portland
Little House on River - architectural gem, holiday rental in Portland
Little House on River - architectural gem, holiday rental in Portland

Little House on River - architectural gem

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cabin Deck House - Formidable Cabin in Laurel Island, holiday rental in Portland
Cabin Deck House - Formidable Cabin in Laurel Island, holiday rental in Portland
Cabin Deck House - Formidable Cabin in Laurel Island, holiday rental in Portland

Cabin Deck House - Formidable Cabin in Laurel Island

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Cozy, Pet-Friendly Apartment Near University, holiday rental in Portland
Cozy, Pet-Friendly Apartment Near University, holiday rental in Portland
Cozy, Pet-Friendly Apartment Near University, holiday rental in Portland

Cozy, Pet-Friendly Apartment Near University

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Modern Middletown Retreat, 2 Mi to CT River!, holiday rental in Portland
Modern Middletown Retreat, 2 Mi to CT River!, holiday rental in Portland
Modern Middletown Retreat, 2 Mi to CT River!, holiday rental in Portland

Modern Middletown Retreat, 2 Mi to CT River!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Perfect Hideaway vacation home, holiday rental in Portland
Perfect Hideaway vacation home, holiday rental in Portland
Perfect Hideaway vacation home, holiday rental in Portland

Perfect Hideaway vacation home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Direct Lakefront, 2 docks, private, easy access from I 91., holiday rental in Portland
Direct Lakefront, 2 docks, private, easy access from I 91., holiday rental in Portland
Direct Lakefront, 2 docks, private, easy access from I 91., holiday rental in Portland

Direct Lakefront, 2 docks, private, easy access from I 91.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury Waterfront Lake House by Ski Resort & Winery, holiday rental in Portland
Luxury Waterfront Lake House by Ski Resort & Winery, holiday rental in Portland
Luxury Waterfront Lake House by Ski Resort & Winery, holiday rental in Portland

Luxury Waterfront Lake House by Ski Resort & Winery

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Inspiring Lake Views 365 Days a YEAR! What will stay look like?, holiday rental in Portland
Inspiring Lake Views 365 Days a YEAR! What will stay look like?, holiday rental in Portland
Inspiring Lake Views 365 Days a YEAR! What will stay look like?, holiday rental in Portland

Inspiring Lake Views 365 Days a YEAR! What will stay look like?

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Clarke's Landing, holiday rental in Portland
Clarke's Landing, holiday rental in Portland
Clarke's Landing, holiday rental in Portland

Clarke's Landing

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Bell House w/ Lake Access & Massive Deck, holiday rental in Portland
Bell House w/ Lake Access & Massive Deck, holiday rental in Portland
Bell House w/ Lake Access & Massive Deck, holiday rental in Portland

Bell House w/ Lake Access & Massive Deck

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Escape to your lakeside paradise, holiday rental in Portland
Escape to your lakeside paradise, holiday rental in Portland
Escape to your lakeside paradise, holiday rental in Portland

Escape to your lakeside paradise

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming private home on the Connecticut River that comfortably sleeps 11 people, holiday rental in Portland
Charming private home on the Connecticut River that comfortably sleeps 11 people, holiday rental in Portland
Charming private home on the Connecticut River that comfortably sleeps 11 people, holiday rental in Portland

Charming private home on the Connecticut River that comfortably sleeps 11 people

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston, holiday rental in Portland
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston, holiday rental in Portland
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston, holiday rental in Portland

Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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�A Lakefront Sunrise retreat for Couples or Families�, holiday rental in Portland
�A Lakefront Sunrise retreat for Couples or Families�, holiday rental in Portland
�A Lakefront Sunrise retreat for Couples or Families�, holiday rental in Portland

�A Lakefront Sunrise retreat for Couples or Families�

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Magnificent river front home located directly on the CT River, holiday rental in Portland
Magnificent river front home located directly on the CT River, holiday rental in Portland
Magnificent river front home located directly on the CT River, holiday rental in Portland

Magnificent river front home located directly on the CT River

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan, holiday rental in Portland
The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan, holiday rental in Portland
The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan, holiday rental in Portland

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Holiday Rental House
9 bedrooms
10 bathrooms
Sleeps 12
Match: Sleeps
More info
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CT elegance, stately, private, 2 miles from Wesleyan University-The White Lion, holiday rental in Portland
CT elegance, stately, private, 2 miles from Wesleyan University-The White Lion, holiday rental in Portland
CT elegance, stately, private, 2 miles from Wesleyan University-The White Lion, holiday rental in Portland

CT elegance, stately, private, 2 miles from Wesleyan University-The White Lion

Holiday Rental House
9 bedrooms
10 bathrooms
Sleeps 9
Match: Sleeps
More info
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The Little Nest Cottage at Lake Pocotopaug, holiday rental in Portland
The Little Nest Cottage at Lake Pocotopaug, holiday rental in Portland
The Little Nest Cottage at Lake Pocotopaug, holiday rental in Portland

The Little Nest Cottage at Lake Pocotopaug

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful bungalow style 1br condo, holiday rental in Portland
Beautiful bungalow style 1br condo, holiday rental in Portland
Beautiful bungalow style 1br condo, holiday rental in Portland

Beautiful bungalow style 1br condo

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-48 of 48
Frequently Asked Questions about Portland