Vacation rentals in Southport, ME

Best vacation rentals and Airbnb offers in Southport, ME

Hidden Gem Retreat

Holiday Home, Southport

Hidden Gem Retreat is a holiday home in Southport, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Hidden Gem Retreat

Hidden Gem Retreat is a holiday home in Southport, with parking 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,612.

From$292/night

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Portside

Holiday Home, Southport

Portside is a holiday home in Southport, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Portside

Portside is a holiday home in Southport, 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, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,047.

From$484/night

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Hammond Hideaway

Holiday Home, Southport

Hammond Hideaway is a holiday home in Southport, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Hammond Hideaway

Hammond Hideaway is a holiday home in Southport, 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, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,017.

From$340/night

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3 one-bedroom fully equipped cottages with free WIFI /weekly rental

Cottage, Southport

3 one-bedroom fully equipped cottages with free WIFI /weekly rental is a cottage in Southport, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About 3 one-bedroom fully equipped cottages with free WIFI /weekly rental

3 one-bedroom fully equipped cottages with free WIFI /weekly rental is a cottage in Southport, 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: kitchen, with kitchen, parking, free parking, and tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,263.

From$180/night

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Vacation rentals with a pool in Southport, ME

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

Relax & Enjoy Beautiful Views From This Cottage On the Sea

Cottage, Southport

Relax & Enjoy Beautiful Views From This Cottage On the Sea is a cottage in Southport, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable…

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About Relax & Enjoy Beautiful Views From This Cottage On the Sea

Relax & Enjoy Beautiful Views From This Cottage On the Sea is a cottage in Southport, with pet-friendly space, pool 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,106.

From$301/night

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Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Cottage, Southport

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Southport, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible

Oceanfront Cottage Southport 3 BR 2BA, Handicapped Accessible is a cottage in Southport, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,267.

From$324/night

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Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets

Holiday Home, Southport

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets is a holiday home in Southport, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets

Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets is a holiday home in Southport, with pet-friendly space, pool access, and easy beach 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 $4,546.

From$649/night

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Tanager Cottage | 3BR + 2 Porches + Fireplace

Condo, Southport

Tanager Cottage · 3BR + 2 Porches + Fireplace is a condo in Southport, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Tanager Cottage | 3BR + 2 Porches + Fireplace

Tanager Cottage · 3BR + 2 Porches + Fireplace is a condo in Southport, with pool access, 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, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $6,835.

From$976/night

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Vacation rentals with parking in Southport, ME

Find vacation rentals that make arriving by car easier.

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard

Holiday Home, Southport

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard is a holiday home in Southport, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard

Charming, single-level getaway with a full kitchen, fast WiFi, & grassy yard is a holiday home in Southport, 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 $1,829.

From$261/night

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Scenic water view II 🌅walking distance to restaurants shopping and boat excursions ! No car necessary !

Holiday Home, Southport

Scenic water view II 🌅walking distance to restaurants shopping and boat excursions ! No car necessary ! is a holiday home in Southport, with parking and kitchen access. This stay gives…

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About Scenic water view II 🌅walking distance to restaurants shopping and boat excursions ! No car necessary !

Scenic water view II 🌅walking distance to restaurants shopping and boat excursions ! No car necessary ! is a holiday home in Southport, 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 $2,189.

From$313/night

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Sebenoa Retreat at Sprucewold

Holiday Home, Southport

Sebenoa Retreat at Sprucewold is a holiday home in Southport, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sebenoa Retreat at Sprucewold

Sebenoa Retreat at Sprucewold is a holiday home in Southport, with parking 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,919.

From$338/night

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Captain Sawyer's Bed & Breakfast

B & B, Southport

Captain Sawyer's Bed & Breakfast is a b & b in Southport, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Captain Sawyer's Bed & Breakfast

Captain Sawyer's Bed & Breakfast is a b & b in Southport, 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 breakfast, parking, free parking, tv, and breakfast::free.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,424.

From$318/night

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Pet-friendly vacation rentals in Southport, ME

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

Overlook

Holiday Home, Southport

Overlook is a holiday home in Southport, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Overlook

Overlook is a holiday home in Southport, with pet-friendly 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,883.

From$466/night

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Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Cabin, Southport

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy is a cabin in Southport, with pet-friendly space, easy beach access, and parking. This stay gives travelers…

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About Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy is a cabin in Southport, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,070.

From$153/night

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Newly Renovated Cozy Cove Cabin at White Anchor Inn

Cabin, Southport

Newly Renovated Cozy Cove Cabin at White Anchor Inn is a cabin in Southport, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn is a cabin in Southport, 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, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,269.

From$181/night

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Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access

Cottage, Southport

Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access is a cottage in Southport, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access

Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access is a cottage in Southport, with pet-friendly space, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,065.

From$438/night

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Vacation rentals with a kitchen in Southport, ME

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

Sunny coastal retreat with deck, grill, beach, dock, & ocean access

Holiday Home, Southport

Sunny coastal retreat with deck, grill, beach, dock, & ocean access is a holiday home in Southport, with easy beach access, outdoor space, and parking. This stay gives travelers a…

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About Sunny coastal retreat with deck, grill, beach, dock, & ocean access

Sunny coastal retreat with deck, grill, beach, dock, & ocean access is a holiday home in Southport, with easy beach access, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,231.

From$319/night

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Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away

Cabin, Southport

Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away is a cabin in Southport, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away

Vintage, Log Cabin in the Woods with Beach Club Access About One Mile Away is a cabin in Southport, 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 $2,473.

From$353/night

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Stunning log cabin with fireplace & nature views - near shopping & dining

Cabin, Southport

Stunning log cabin with fireplace & nature views - near shopping & dining is a cabin in Southport, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Stunning log cabin with fireplace & nature views - near shopping & dining

Stunning log cabin with fireplace & nature views - near shopping & dining is a cabin in Southport, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,515.

From$359/night

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Brand New CozyCottage 1bdrm with \"ADD ON\" 2bdrm Cottage nextdoor! BoothbayHarbor

Cottage, Southport

Brand New CozyCottage 1bdrm with \"ADD ON\" 2bdrm Cottage nextdoor! BoothbayHarbor is a cottage in Southport, with easy beach access, parking, and kitchen access. This stay gives travelers…

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About Brand New CozyCottage 1bdrm with \"ADD ON\" 2bdrm Cottage nextdoor! BoothbayHarbor

Brand New CozyCottage 1bdrm with \"ADD ON\" 2bdrm Cottage nextdoor! BoothbayHarbor is a cottage in Southport, 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,537.

From$362/night

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Family-friendly vacation rentals in Southport, ME

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

Captains Cottage on Atlantic

Holiday Home, Southport

Captains Cottage on Atlantic is a holiday home in Southport, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Captains Cottage on Atlantic

Captains Cottage on Atlantic is a holiday home in Southport, 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, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,741.

From$564/night

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Charming, peaceful 1 bedroom cottage with a serene waterfront view

Cottage, Southport

Charming, peaceful 1 bedroom cottage with a serene waterfront view is a cottage in Southport, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

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About Charming, peaceful 1 bedroom cottage with a serene waterfront view

Charming, peaceful 1 bedroom cottage with a serene waterfront view is a cottage in Southport, with pet-friendly space, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,189.

From$170/night

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Cozy 2-bedroom cottage located in the heart of inner Boothbay Harbor.

Cottage, Southport

Cozy 2-bedroom cottage located in the heart of inner Boothbay Harbor. is a cottage in Southport, with easy beach access and room for a group. This stay gives travelers a comfortable base…

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About Cozy 2-bedroom cottage located in the heart of inner Boothbay Harbor.

Cozy 2-bedroom cottage located in the heart of inner Boothbay Harbor. is a cottage in Southport, with easy beach 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,978.

From$283/night

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McFarland's Pond Cottage - Waterfront - West Harbor Pond!

Cottage, Southport

McFarland's Pond Cottage - Waterfront - West Harbor Pond! is a cottage in Southport, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base…

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About McFarland's Pond Cottage - Waterfront - West Harbor Pond!

McFarland's Pond Cottage - Waterfront - West Harbor Pond! is a cottage in Southport, with pet-friendly space, 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,433.

From$348/night

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