Vacation Rentals in Portland, CT

Expand your search criteria to see more vacation rentals near Portland.

Explore more stays nearby

· Apartment in Middletown
NEW! Modern Middletown Retreat, 2 Mi to CT River!
3 Beds · 1 bath · Sleeps 6 ·
Air Conditioning · Fireplace · Dishwasher ·
From
$191/night
Check availability
Amenities
Air Conditioning
Fireplace
Dishwasher
Beach
Furnished
In Unit Laundry
Wifi
Oven
Other spaces
Kitchen
· House in East Hampton
Country retreat with pool, brook and waterfall, 2 hours from NYC and Boston
5 Beds · 2 baths · Sleeps 9 ·
Outdoor Space · On Site Laundry · Air Conditioning ·
From
$400/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fireplace
Dishwasher
Smoking Allowed
Private Pool
Waterfront
Other spaces
Kitchen, Workspace
· House in Rocky Hill
Outdoor Getaway! 2 Comfortable Units for Business Travel and Adventure
2 Beds · 2 baths · Sleeps 8 ·
On Site Laundry · Air Conditioning · Pool ·
From
$329/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Adventure Awaits! 3 Convenient Units, Pool, Breakfast, Parking
3 Beds · 3 baths · Sleeps 12 ·
On Site Laundry · Air Conditioning · Pool ·
From
$493/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
4 Great Units for Large Groups, Near Attractions, Breakfast
4 Beds · 4 baths · Sleeps 12 ·
On Site Laundry · Air Conditioning · Pool ·
From
$658/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Adventure Awaits! 2 Great Units for Business Travel and Adventure
2 Beds · 2 baths · Sleeps 8 ·
On Site Laundry · Air Conditioning · Pool ·
From
$329/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Nature Escape! 4 Comfortable Units for Large Groups, Near Attractions, Breakfast
4 Beds · 4 baths · Sleeps 12 ·
On Site Laundry · Air Conditioning · Pool ·
From
$658/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Group Vacay! 3 Great Units, Pool, Breakfast, Parking
3 Beds · 3 baths · Sleeps 12 ·
On Site Laundry · Air Conditioning · Pool ·
From
$493/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
· House in Rocky Hill
Nature Escape! 3 Comfortable Units, Pool, Breakfast, Parking
3 Beds · 3 baths · Sleeps 12 ·
On Site Laundry · Air Conditioning · Pool ·
From
$493/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Adventure Awaits! 4 Convenient Units for Large Groups, Near Attractions, Breakfast
4 Beds · 4 baths · Sleeps 12 ·
On Site Laundry · Air Conditioning · Pool ·
From
$658/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
2 Convenient Units for Business Travel and Adventure
2 Beds · 2 baths · Sleeps 8 ·
On Site Laundry · Air Conditioning · Pool ·
From
$329/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Adventure Awaits! Near State Parks & Attractions, Breakfast
1 Bed · 1 bath · Sleeps 2 ·
On Site Laundry · Air Conditioning · Pool ·
From
$164/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Outdoor Getaway! Near Attractions, Breakfast, Pool
1 Bed · 1 bath · Sleeps 2 ·
On Site Laundry · Air Conditioning · Pool ·
From
$160/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Nature Escape Getaway! Near State Parks & Attractions, Breakfast
1 Bed · 1 bath · Sleeps 2 ·
On Site Laundry · Air Conditioning · Pool ·
From
$164/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Outdoor Getaway! Near State Parks & Attractions, Breakfast
1 Bed · 1 bath · Sleeps 2 ·
On Site Laundry · Air Conditioning · Pool ·
From
$164/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Nature Escape Getaway! Near Attractions, Parking, Breakfast
1 Bed · 1 bath · Sleeps 2 ·
On Site Laundry · Air Conditioning · Pool ·
From
$160/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· House in Rocky Hill
Adventure Awaits! Near Attractions, Breakfast, Parking
1 Bed · 1 bath · Sleeps 2 ·
On Site Laundry · Air Conditioning · Pool ·
From
$160/night
Check availability
Amenities
On Site Laundry
Air Conditioning
Pool
Fitness Center
Furnished
In Unit Laundry
Free Parking
Concierge Service
Other spaces
Workspace
· Apartment in East Hampton
Cabin Deck House - Formidable Cabin in Laurel Island
4 Beds · 1 bath · Sleeps 10 ·
Fireplace · Lake · Waterfront ·
From
$484/night
Check availability
Amenities
Fireplace
Lake
Waterfront
Furnished
Oven
Wheelchair Accessible
Storage
Other spaces
Kitchen
· House in Glastonbury
Cheerful 5-bedrooms home with indoor fireplace.
5 Beds · 4 baths · Sleeps 7 ·
Air Conditioning · Fireplace · Dishwasher ·
From
$399/night
Check availability
Amenities
Air Conditioning
Fireplace
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Garage Parking
Other spaces
Kitchen
· House in East Hampton
Lake Fun: PingPong, Pool Table, Slide, EV Charger
3 Beds · 3 baths ·
Air Conditioning · Dishwasher · Balcony ·
From
$337/night
Check availability
Amenities
Air Conditioning
Dishwasher
Furnished
In Unit Laundry
Wifi
Oven
Free Parking
Garage Parking
Other spaces
Balcony, Kitchen, Workspace
· House in East Hampton
Lake Front Home on the water
5 Beds · 4 baths · Sleeps 14 ·
Air Conditioning · Ceiling Fan · Fireplace ·
From
$350/night
Check availability
Amenities
Air Conditioning
Ceiling Fan
Fireplace
Dishwasher
Beach
Lake
Waterfront
Furnished
Other spaces
Kitchen
· House in Marlborough
10,500 SF Luxury Estate 10 BR +11 Bath, Pool, Hot Tub
10 Beds · 11 baths · Sleeps 30 ·
Outdoor Space · Pool · Air Conditioning ·
From
$3,800/night
Check availability
Amenities
Pool
Air Conditioning
Fireplace
Dishwasher
Private Pool
Furnished
In Unit Laundry
Hot Tub
Other spaces
Kitchen
· House in East Hampton
Classic Lake House w/ private waterfront, 4 steps to water, FirePit/Kayaks/canoe
3 Beds · 2 baths · Sleeps 10 ·
Outdoor Space · Air Conditioning · Fireplace ·
From
$304/night
Check availability
Amenities
Air Conditioning
Fireplace
Dishwasher
Lake
Waterfront
Furnished
In Unit Laundry
Wifi
Other spaces
Balcony, Kitchen, Workspace
· House in East Hampton
🌅A Lakefront Sunrise retreat for Couples or Families🌅
4 Beds · 3 baths ·
Outdoor Space · Air Conditioning · Fitness Center ·
From
$432/night
Check availability
Amenities
Air Conditioning
Fitness Center
Fireplace
Dishwasher
Lake
Waterfront
Furnished
Ski In Ski Out
Other spaces
Balcony, Kitchen
Home > Connecticut Vacation Rentals > Portland Vacation Rentals
Updated: February 19, 2023

Why you should vacation in Portland

Travel Info

There are no bus or train stops within 3 miles of central Portland. Vacationers to Portland will need to look outside this area for public transit, or travel by car.

Getting Around Portland

Pedestrian friendly

6/10
Some day-to-day needs are within walking distance

Car friendly

8/10
Good access to freeways and major arteries, with a large amount of parking nearby

Transit friendly

5/10
Transit is available for some trips

Points of Interest in Portland

Groceries

7/10
At least one grocery store within a 15-minute walk

Shopping

5/10
Variety of shops within walking distance

Cafes

5/10
Some cafés within walking distance

Restaurants

6/10
Variety of restaurants within walking distance

Parks

8/10
Large amount of park space nearby

Nightlife

5/10
Some bars within walking distance

Vacation Rentals in Portland, CT FAQ

How many vacation rentals in Portland are available?

There are currently no vacation rentals in Portland available. Our vacation rentals in Portland include nightly rentals, weekend rentals, weekly rentals, and monthly rentals.

Are there any pet friendly vacation rentals in Portland?

No, right now there are no pet friendly vacation rentals in Portland. A pet friendly vacation rental in Portland means a rental home that is dog friendly or cat friendly. Some pet friendly homes may accommodate other types of pets, as well. Contact the listing agent for any pet related inquiries.

Are there any vacation rentals in Portland with a pool?

No there are no vacation rentals with a pool available in Portland, CT. View more detailed vacation spots on Vacations by Zumper.

Are there any vacation rentals in Portland with internet access?

As of February 19, 2023, there are no vacation rentals with internet access available in Portland, Connecticut. Check out more enjoyable destinations on Vacations by Zumper.

City Vacation Rentals In Connecticut

Vacation Rentals Woodbridge, Connecticut