Vacation rentals in Portland, NY

36 available vacation rental offers

airbnbBooking.comVrboExpediaSonderpricelineTripadvisorTrip.comHomestayHotels.comOrbitz

Choose the perfect vacation accommodation

Price per night

Up to $100$100 - 200From $200

Accommodation type

Vacation rentals and Airbnb

Rating

Excellent 9+Very good 8+Good 7+All ratings

Best vacation rentals and Airbnb offers in Portland, NY

Cozy Modern Basement Apartment Near SUNY Fredonia & Lake Erie - Portland, NY

Cozy Modern Basement Apartment Near SUNY Fredonia & Lake Erie

Apartment, Portland

Cozy Modern Basement Apartment Near SUNY Fredonia & Lake Erie is a apartment in Portland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Cozy Modern Basement Apartment Near SUNY Fredonia & Lake Erie

Cozy Modern Basement Apartment Near SUNY Fredonia & Lake Erie is a apartment in Portland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $758.

From$108/night
Show
Cute cabin in the woods - Portland, NY

Cute cabin in the woods

Cabin, Portland

Cute cabin in the woods is a cabin in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

Read more

About Cute cabin in the woods

Cute cabin in the woods is a cabin in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $769.

From$110/night
Show
Romantic Apt Near Wineries, Golf & Lake Erie! - Portland, NY

Romantic Apt Near Wineries, Golf & Lake Erie!

Apartment, Portland

Romantic Apt Near Wineries, Golf & Lake Erie! is a apartment in Portland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Romantic Apt Near Wineries, Golf & Lake Erie!

Romantic Apt Near Wineries, Golf & Lake Erie! is a apartment in Portland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,180.

From$115/night
Show
Romantic Country Apt by Lake Erie & Wineries! - Portland, NY

Romantic Country Apt by Lake Erie & Wineries!

Apartment, Portland

Romantic Country Apt by Lake Erie & Wineries! is a apartment in Portland, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Romantic Country Apt by Lake Erie & Wineries!

Romantic Country Apt by Lake Erie & Wineries! is a apartment in Portland, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, beachfront, beach front, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,187.

From$116/night
Show

Vacation rentals with parking in Portland, NY

Find vacation rentals that make arriving by car easier.

Beautiful Wine Trail 2-BR Rental - Portland, NY

Beautiful Wine Trail 2-BR Rental

Apartment, Portland

Beautiful Wine Trail 2-BR Rental is a apartment in Portland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental is a apartment in Portland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,250.

From$179/night
Show
Cozy 3-bedroom house in charming Fredonia with AC, WiFi - Portland, NY

Cozy 3-bedroom house in charming Fredonia with AC, WiFi

Cottage, Portland

Cozy 3-bedroom house in charming Fredonia with AC, WiFi is a cottage in Portland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

Read more

About Cozy 3-bedroom house in charming Fredonia with AC, WiFi

Cozy 3-bedroom house in charming Fredonia with AC, WiFi is a cottage in Portland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,702.

From$243/night
Show
Lake Chautauqua Victorian - Portland, NY

Lake Chautauqua Victorian

Holiday Home, Portland

Lake Chautauqua Victorian is a holiday home in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Lake Chautauqua Victorian

Lake Chautauqua Victorian is a holiday home in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,881.

From$269/night
Show
Brocton Escape: Skiing, Snowtubing, Hiking! - Portland, NY

Brocton Escape: Skiing, Snowtubing, Hiking!

Holiday Home, Portland

Brocton Escape: Skiing, Snowtubing, Hiking! is a holiday home in Portland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Brocton Escape: Skiing, Snowtubing, Hiking!

Brocton Escape: Skiing, Snowtubing, Hiking! is a holiday home in Portland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,341.

From$538/night
Show

Pet-friendly vacation rentals in Portland, NY

Bring your pet along with stays that welcome four-legged travelers.

Balcony + Scenic Views: Chautauqua Lake Retreat - Portland, NY

Balcony + Scenic Views: Chautauqua Lake Retreat

Condo, Portland

Balcony + Scenic Views: Chautauqua Lake Retreat is a condo in Portland, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the…

Read more

About Balcony + Scenic Views: Chautauqua Lake Retreat

Balcony + Scenic Views: Chautauqua Lake Retreat is a condo in Portland, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,183.

From$169/night
Show
Cozy Loft-Pet Friendly-Spacious - Portland, NY

Cozy Loft-Pet Friendly-Spacious

Apartment, Portland

Cozy Loft-Pet Friendly-Spacious is a apartment in Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious is a apartment in Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,505.

From$215/night
Show
Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming - Portland, NY

Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

Condo, Portland

Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming is a condo in Portland, with pet-friendly space, easy beach access, and outdoor space. This stay gives…

Read more

About Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming is a condo in Portland, with pet-friendly space, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,761.

From$252/night
Show
Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub - Portland, NY

Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub

Cabin, Portland

Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub is a cabin in Portland, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub

Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub is a cabin in Portland, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,420.

From$346/night
Show

Vacation rentals with a kitchen in Portland, NY

Compare stays with kitchen access for longer trips and easier meals.

Charming & Relaxing Two Bedroom Upper Apartment in the Heart of Fredonia - Portland, NY

Charming & Relaxing Two Bedroom Upper Apartment in the Heart of Fredonia

Apartment, Portland

Charming & Relaxing Two Bedroom Upper Apartment in the Heart of Fredonia is a apartment in Portland, with kitchen access, room for a group, and a quieter setting. This stay gives travelers…

Read more

About Charming & Relaxing Two Bedroom Upper Apartment in the Heart of Fredonia

Charming & Relaxing Two Bedroom Upper Apartment in the Heart of Fredonia is a apartment in Portland, with kitchen access, room for a group, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, ac, air conditioning, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,255.

From$179/night
Show
Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia. - Portland, NY

Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia.

Holiday Home, Portland

Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia. is a holiday home in Portland, with kitchen access and room for a group. This stay gives travelers a comfortable…

Read more

About Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia.

Charming 3B, 1& 1/2 Bath ranch house. Sleeps 6. Full AC. Near SUNY Fredonia. is a holiday home in Portland, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,589.

From$227/night
Show
“Rancho” by the Lake 1 block from Lake Erie - Portland, NY

“Rancho” by the Lake 1 block from Lake Erie

Holiday Home, Portland

“Rancho” by the Lake 1 block from Lake Erie is a holiday home in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About “Rancho” by the Lake 1 block from Lake Erie

“Rancho” by the Lake 1 block from Lake Erie is a holiday home in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,010.

From$287/night
Show
Quiet Lakefront property on Cassadaga Lake WiFi & 2 car parking. - Portland, NY

Quiet Lakefront property on Cassadaga Lake WiFi & 2 car parking.

Cottage, Portland

Quiet Lakefront property on Cassadaga Lake WiFi & 2 car parking. is a cottage in Portland, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

Read more

About Quiet Lakefront property on Cassadaga Lake WiFi & 2 car parking.

Quiet Lakefront property on Cassadaga Lake WiFi & 2 car parking. is a cottage in Portland, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,091.

From$299/night
Show

Family-friendly vacation rentals in Portland, NY

Plan a trip with stays that give families more room to spread out.

400 ft to Chautauqua Lake, Mayville Getaway - Portland, NY

400 ft to Chautauqua Lake, Mayville Getaway

Cottage, Portland

400 ft to Chautauqua Lake, Mayville Getaway is a cottage in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About 400 ft to Chautauqua Lake, Mayville Getaway

400 ft to Chautauqua Lake, Mayville Getaway is a cottage in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,498.

From$150/night
Show
Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo - Portland, NY

Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo

Cottage, Portland

Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo is a cottage in Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo

Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo is a cottage in Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,557.

From$175/night
Show
400 ft to Chautauqua Lake, Mayville Cottage - Portland, NY

400 ft to Chautauqua Lake, Mayville Cottage

Cottage, Portland

400 ft to Chautauqua Lake, Mayville Cottage is a cottage in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About 400 ft to Chautauqua Lake, Mayville Cottage

400 ft to Chautauqua Lake, Mayville Cottage is a cottage in Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,247.

From$178/night
Show
Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo - Portland, NY

Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo

Cottage, Portland

Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo is a cottage in Portland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo

Steps to Chautauqua Lake: Cozy Cottage w/ Gazebo is a cottage in Portland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,381.

From$197/night
Show