Vacation rentals in South Portland, ME

125 available vacation rental offers

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Best vacation rentals and Airbnb offers in South Portland, ME

Walk to Back Cove | Smart TV | Wi-Fi | Parking - South Portland, ME

Walk to Back Cove | Smart TV | Wi-Fi | Parking

Apartment, South Portland

Walk to Back Cove · Smart TV · Wi-Fi · Parking is a apartment in South Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Walk to Back Cove | Smart TV | Wi-Fi | Parking

Walk to Back Cove · Smart TV · Wi-Fi · Parking is a apartment in South 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: kitchen, with kitchen, parking, onsite parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,647.

From$235/night
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Sweet Island Cottage- 3 minute walk to beach - South Portland, ME

Sweet Island Cottage- 3 minute walk to beach

Cottage, South Portland

Sweet Island Cottage- 3 minute walk to beach is a cottage in South Portland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Sweet Island Cottage- 3 minute walk to beach

Sweet Island Cottage- 3 minute walk to beach is a cottage in South Portland, with easy beach access, 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 $1,909.

From$273/night
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Back Cove - Large Sunny 2 Bedroom Condo - South Portland, ME

Back Cove - Large Sunny 2 Bedroom Condo

Apartment, South Portland

Back Cove - Large Sunny 2 Bedroom Condo is a apartment in South Portland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Back Cove - Large Sunny 2 Bedroom Condo

Back Cove - Large Sunny 2 Bedroom Condo is a apartment in South 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 $2,067.

From$295/night
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Island View House BnB Self Check-In - South Portland, ME

Island View House BnB Self Check-In

Apartment, South Portland

Island View House BnB Self Check-In is a apartment in South Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Island View House BnB Self Check-In

Island View House BnB Self Check-In is a apartment in South 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 $2,400.

From$297/night
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Vacation rentals with a pool in South Portland, ME

Add a pool to the search when you want an easy place to cool off between outings.

Oceanview 2 bedroom condo just steps to Old Orchard Beach - South Portland, ME

Oceanview 2 bedroom condo just steps to Old Orchard Beach

Condo, South Portland

Oceanview 2 bedroom condo just steps to Old Orchard Beach is a condo in South Portland, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Oceanview 2 bedroom condo just steps to Old Orchard Beach

Oceanview 2 bedroom condo just steps to Old Orchard Beach is a condo in South Portland, with pool access, easy beach access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,798.

From$400/night
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Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views - South Portland, ME

Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views

Condo, South Portland

Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views is a condo in South Portland, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views

Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views is a condo in South Portland, with pool access, easy beach access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,815.

From$402/night
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3 bedroom ocean view condo at Grandview! - South Portland, ME

3 bedroom ocean view condo at Grandview!

Condo, South Portland

3 bedroom ocean view condo at Grandview! is a condo in South Portland, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 3 bedroom ocean view condo at Grandview!

3 bedroom ocean view condo at Grandview! is a condo in South Portland, with pool access, 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: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,035.

From$434/night
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Newly renovated condo, w/pool & 20 second walk to the beach. WIFI and AC. - South Portland, ME

Newly renovated condo, w/pool & 20 second walk to the beach. WIFI and AC.

Condo, South Portland

Newly renovated condo, w/pool & 20 second walk to the beach. WIFI and AC. is a condo in South Portland, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About Newly renovated condo, w/pool & 20 second walk to the beach. WIFI and AC.

Newly renovated condo, w/pool & 20 second walk to the beach. WIFI and AC. is a condo in South Portland, with pool access, easy beach access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,059.

From$437/night
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Vacation rentals with parking in South Portland, ME

Find vacation rentals that make arriving by car easier.

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen” - South Portland, ME

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Holiday Home, South Portland

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen” is a holiday home in South Portland, with easy beach access, parking, and kitchen access. This stay gives…

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About Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen”

Cozy & Quiet Home in Portland Maine. One Bedroom, Private Bathroom “No Kitchen” is a holiday home in South Portland, with easy beach access, 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, beachfront, beach front, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,089.

From$156/night
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Quiet, residential neighborhood - South Portland, ME

Quiet, residential neighborhood

Apartment, South Portland

Quiet, residential neighborhood is a apartment in South Portland, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Quiet, residential neighborhood

Quiet, residential neighborhood is a apartment in South 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 $1,946.

From$278/night
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Convenient, Modern Thompson s Point 3-Bed Flat - South Portland, ME

Convenient, Modern Thompson s Point 3-Bed Flat

Apartment, South Portland

Convenient, Modern Thompson s Point 3-Bed Flat is a apartment in South Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Convenient, Modern Thompson s Point 3-Bed Flat

Convenient, Modern Thompson s Point 3-Bed Flat is a apartment in South 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: hot tub, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,439.

From$348/night
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Back Cove Views - South Portland, ME

Back Cove Views

Condo, South Portland

Back Cove Views is a condo in South Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Back Cove Views

Back Cove Views is a condo in South 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 $2,511.

From$359/night
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Pet-friendly vacation rentals in South Portland, ME

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

Back Cove - Sunny 2nd Floor Condo - South Portland, ME

Back Cove - Sunny 2nd Floor Condo

Condo, South Portland

Back Cove - Sunny 2nd Floor Condo is a condo in South Portland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Back Cove - Sunny 2nd Floor Condo

Back Cove - Sunny 2nd Floor Condo is a condo in South 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 $2,154.

From$308/night
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Brand New 1 Bedroom Apartment in Portland - South Portland, ME

Brand New 1 Bedroom Apartment in Portland

Apartment, South Portland

Brand New 1 Bedroom Apartment in Portland is a apartment in South Portland, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Brand New 1 Bedroom Apartment in Portland

Brand New 1 Bedroom Apartment in Portland is a apartment in South Portland, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,823.

From$403/night
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Location, location! Prime- West End Studio. Walkable to entire city! - South Portland, ME

Location, location! Prime- West End Studio. Walkable to entire city!

Apartment, South Portland

Location, location! Prime- West End Studio. Walkable to entire city! is a apartment in South Portland, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About Location, location! Prime- West End Studio. Walkable to entire city!

Location, location! Prime- West End Studio. Walkable to entire city! is a apartment in South 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 wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,009.

From$430/night
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Modern West End Studio - South Portland, ME

Modern West End Studio

Apartment, South Portland

Modern West End Studio is a apartment in South Portland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern West End Studio

Modern West End Studio is a apartment in South 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 $3,124.

From$446/night
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Vacation rentals with a kitchen in South Portland, ME

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

Private setting for a couple-just two people in the whole house! - South Portland, ME

Private setting for a couple-just two people in the whole house!

Holiday Home, South Portland

Private setting for a couple-just two people in the whole house! is a holiday home in South Portland, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Private setting for a couple-just two people in the whole house!

Private setting for a couple-just two people in the whole house! is a holiday home in South Portland, with 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,050.

From$293/night
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5 Star Back Cove Apartment with water view! - South Portland, ME

5 Star Back Cove Apartment with water view!

Holiday Home, South Portland

5 Star Back Cove Apartment with water view! is a holiday home in South Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 5 Star Back Cove Apartment with water view!

5 Star Back Cove Apartment with water view! is a holiday home in South 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 $2,707.

From$387/night
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Stylish Brownstone Downtown Free St|Perfect Getaway for 2 - South Portland, ME

Stylish Brownstone Downtown Free St|Perfect Getaway for 2

Apartment, South Portland

Stylish Brownstone Downtown Free St · Perfect Getaway for 2 is a apartment in South Portland, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stylish Brownstone Downtown Free St|Perfect Getaway for 2

Stylish Brownstone Downtown Free St · Perfect Getaway for 2 is a apartment in South Portland, with 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, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,839.

From$406/night
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Smart TV | Murphy Bed | Near Back Cove | Parking - South Portland, ME

Smart TV | Murphy Bed | Near Back Cove | Parking

Apartment, South Portland

Smart TV · Murphy Bed · Near Back Cove · Parking is a apartment in South Portland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Smart TV | Murphy Bed | Near Back Cove | Parking

Smart TV · Murphy Bed · Near Back Cove · Parking is a apartment in South 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: kitchen, with kitchen, parking, onsite parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,993.

From$428/night
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Family-friendly vacation rentals in South Portland, ME

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

Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation! - South Portland, ME

Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation!

Cottage, South Portland

Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation! is a cottage in South Portland, with easy beach access and kitchen access. This stay gives travelers a…

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About Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation!

Oceanside Cottage On A Beautiful Private Beach - Enjoy Your Maine Vacation! is a cottage in South Portland, with easy beach access 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 beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,650.

From$379/night
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Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port - South Portland, ME

Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port

Holiday Home, South Portland

Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port is a holiday home in South Portland, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port

Quiet Family Vacation Home in Portland, Maine 7 minutes to the Old Port is a holiday home in South 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 $3,387.

From$484/night
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Serene oasis in Falmouth - South Portland, ME

Serene oasis in Falmouth

Holiday Home, South Portland

Serene oasis in Falmouth is a holiday home in South Portland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Serene oasis in Falmouth

Serene oasis in Falmouth is a holiday home in South Portland, with 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,389.

From$484/night
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Oceanfront Cottage with Spectacular Views of Casco Bay - South Portland, ME

Oceanfront Cottage with Spectacular Views of Casco Bay

Cottage, South Portland

Oceanfront Cottage with Spectacular Views of Casco Bay is a cottage in South Portland, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Oceanfront Cottage with Spectacular Views of Casco Bay

Oceanfront Cottage with Spectacular Views of Casco Bay is a cottage in South Portland, with easy beach access, 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 $5,124.

From$732/night
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