55+ Vacation Rentals Near Longfellow Square

NearbyHoliday - Vacation Rentals in Longfellow Square

a bedroom with a large white bed with a window at Island View House BnB Self Check-In in Portland

From US $330

Island View House BnB Self Check-In

9.0 (154 Reviews) Apartment

Apartments • Kitchen • View

South Portland Portland International Jetport • In Longfellow Square · 2.2km to center

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a living room with a couch and a table at East end. Walk to food, beer and downtown fun. in Portland

From US $310

East end. Walk to food, beer and downtown fun.

8.9 (61 Reviews) Apartment

The entire place is yours • 102 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 1.8km to center

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a living room with two couches and a coffee table at Good Vibes Portland Home - 4 Wonderful Seasons in Portland

From US $266

Good Vibes Portland Home - 4 Wonderful Seasons

8.7 (7 Reviews) Holiday_home

The entire place is yours • 134 m² size • Free on-site parking

South Portland Portland International Jetport • In Longfellow Square · 4.7km to center

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a living room with a couch and a fireplace at The Brew House - 2nd Floor Private Apartment in Portland

From US $253

The Brew House - 2nd Floor Private Apartment

9.5 (66 Reviews) Apartment

The entire place is yours • 84 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 2.0km to center

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a living room with a leather couch and tables at East End Annex in Portland

From US $200

8.8 (16 Reviews) Holiday_home

The entire place is yours • 69 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 1.9km to center

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a living room with a couch and a table at Back Cove Views in Portland

From US $158

Back Cove Views

7.8 (13 Reviews) Apartment

The entire place is yours • 900 m² size • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 1.7km to center

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a blue house with a red door on a brick driveway at Cumberland Casa - A in Portland

From US $275

Cumberland Casa - A

7.6 (14 Reviews) Apartment

The entire place is yours • 102 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 299m to center

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a white living room with a table and a kitchen at Spacious 2BR Old Port Loft, Steps from Waterfront in Portland

From US $368

Spacious 2BR Old Port Loft, Steps from Waterfront

8.2 (10 Reviews) Apartment

The entire place is yours • 79 m² size • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 1.1km to center

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Luxury Places to Stay in Longfellow Square

Over 18+ Luxury Places to Stay in or Near Longfellow Square

a living room with a couch and a fireplace at Blind Tiger Portland - Danforth Street Guest House in Portland

From US $284

Blind Tiger Portland - Danforth Street Guest House

8.9 (90 Reviews) Inn

Breakfast • Balcony • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 481m to center

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a brick building with a chimney on a street at The Weldon Hotel in Portland

From US $280

The Weldon Hotel

9.5 (27 Reviews) Aparthotel

Apartments • Private parking • Pet friendly

South Portland Portland International Jetport • In Longfellow Square · 760m to center

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a sign on the side of a building with a clock tower at The Press Hotel, Autograph Collection in Portland

From US $204

The Press Hotel, Autograph Collection

8.9 (190 Reviews) Hotel

Breakfast • Private parking • Restaurant

South Portland Portland International Jetport • In Longfellow Square · 1.1km to center

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a company sign on the front of a brick building at Canopy By Hilton Portland Waterfront in Portland

From US $174

Canopy By Hilton Portland Waterfront

9.0 (467 Reviews) Hotel

Sea view • Pet friendly • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 880m to center

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a living room with a couch and a table at The Docent's Collection in Portland

From US $162

The Docent's Collection

9.2 (111 Reviews) Aparthotel

Apartments • Private parking • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 1.3km to center

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a green house with a red car parked in front of it at The Chadwick Bed and Breakfast in Portland

From US $149

The Chadwick Bed and Breakfast

9.1 (103 Reviews) Bed_and_breakfast

Breakfast • Free on-site parking • Balcony

South Portland Portland International Jetport • In Longfellow Square · 666m to center

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a red brick building with the front entrance to the franciscans at The Francis Hotel in Portland

From US $168

The Francis Hotel

9.0 (234 Reviews) Hotel

Free on-site parking • Pet friendly • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 339m to center

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a lobby with a bar and blue couches at Longfellow Hotel in Portland

From US $164

Longfellow Hotel

9.1 (123 Reviews) Hotel

Sea view • Pet friendly • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 347m to center

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Pet-Friendly Vacation Rentals in Longfellow Square

Over 22+ Pet-Friendly Vacation Rentals in or Near Longfellow Square

a large brick building with a blue sign on it at Hampton Inn Portland Downtown Waterfront in Portland

From US $109

Hampton Inn Portland Downtown Waterfront Pets allowed

8.3 (1169 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.5km to center

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a street light on a sidewalk in front of a building at Hyatt Place Portland Downtown - Old Port Square in Portland

From US $89

Hyatt Place Portland Downtown - Old Port Square Pets allowed

8.6 (779 Reviews) Hotel

Breakfast • Private parking • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.0km to center

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a swimming pool with chairs and a building in the background at La Quinta Inn & Suites by Wyndham Portland DT Maine Med in Portland

From US $80

La Quinta Inn & Suites by Wyndham Portland DT Maine Med Pets allowed

7.7 (1864 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.3km to center

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a parking lot in front of a large building at Embassy Suites by Hilton Portland Maine in Portland

From US $114

Embassy Suites by Hilton Portland Maine Pets allowed

8.7 (657 Reviews) Hotel

Breakfast • Private parking • Restaurant

South Portland Portland International Jetport • In Longfellow Square · 3.6km to center

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a building with a sign that reads garden hotel at Clarion Hotel Portland Airport ME in Portland

From US $78

Clarion Hotel Portland Airport ME Pets allowed

7.7 (897 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.9km to center

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an empty street in front of a building at Residence Inn by Marriott Portland Downtown Waterfront in Portland

From US $119

Residence Inn by Marriott Portland Downtown Waterfront Pets allowed

8.7 (460 Reviews) Hotel

Breakfast • Indoor swimming pool • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.8km to center

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a large brick building on a city street at Cambria Hotel Portland Downtown Old Port in Portland

From US $143

Cambria Hotel Portland Downtown Old Port Pets allowed

8.8 (519 Reviews) Hotel

Pet friendly • Free WiFi • Air conditioning

South Portland Portland International Jetport • In Longfellow Square · 1.7km to center

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a company sign on the front of a brick building at Canopy By Hilton Portland Waterfront in Portland

From US $174

Canopy By Hilton Portland Waterfront Pets allowed

9.0 (467 Reviews) Hotel

Sea view • Pet friendly • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 880m to center

Best Price Match

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Vacation Rentals in Longfellow Square

Over 21+ Vacation Rentals in or Near Longfellow Square

a bedroom with a large white bed with a window at Island View House BnB Self Check-In in Portland

From US $330

Island View House BnB Self Check-In

9.0 (154 Reviews) Apartment

Apartments • Kitchen • View

South Portland Portland International Jetport • In Longfellow Square · 2.2km to center

Best Price Match

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a living room with a couch and a table at East end. Walk to food, beer and downtown fun. in Portland

From US $310

East end. Walk to food, beer and downtown fun.

8.9 (61 Reviews) Apartment

The entire place is yours • 102 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 1.8km to center

Best Price Match

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a living room with two couches and a coffee table at Good Vibes Portland Home - 4 Wonderful Seasons in Portland

From US $266

Good Vibes Portland Home - 4 Wonderful Seasons

8.7 (7 Reviews) Holiday_home

The entire place is yours • 134 m² size • Free on-site parking

South Portland Portland International Jetport • In Longfellow Square · 4.7km to center

Best Price Match

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a living room with a couch and a fireplace at The Brew House - 2nd Floor Private Apartment in Portland

From US $253

The Brew House - 2nd Floor Private Apartment

9.5 (66 Reviews) Apartment

The entire place is yours • 84 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 2.0km to center

Best Price Match

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a living room with a leather couch and tables at East End Annex in Portland

From US $200

8.8 (16 Reviews) Holiday_home

The entire place is yours • 69 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 1.9km to center

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a living room with a couch and a table at Back Cove Views in Portland

From US $158

Back Cove Views

7.8 (13 Reviews) Apartment

The entire place is yours • 900 m² size • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 1.7km to center

Best Price Match

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a blue house with a red door on a brick driveway at Cumberland Casa - A in Portland

From US $275

Cumberland Casa - A

7.6 (14 Reviews) Apartment

The entire place is yours • 102 m² size • Kitchen

South Portland Portland International Jetport • In Longfellow Square · 299m to center

Best Price Match

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a white living room with a table and a kitchen at Spacious 2BR Old Port Loft, Steps from Waterfront in Portland

From US $368

Spacious 2BR Old Port Loft, Steps from Waterfront

8.2 (10 Reviews) Apartment

The entire place is yours • 79 m² size • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 1.1km to center

Best Price Match

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Hotels in Longfellow Square

Over 34+ Hotels in or Near Longfellow Square

an empty room with chairs and a projection screen at Holiday Inn Portland-By the Bay by IHG in Portland

From US $97

Holiday Inn Portland-By the Bay by IHG

8.5 (1023 Reviews) Hotel

Breakfast • On-site parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 468m to center

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a large brick building with a blue sign on it at Hampton Inn Portland Downtown Waterfront in Portland

From US $109

Hampton Inn Portland Downtown Waterfront

8.3 (1169 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.5km to center

Best Price Match

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a street light on a sidewalk in front of a building at Hyatt Place Portland Downtown - Old Port Square in Portland

From US $89

Hyatt Place Portland Downtown - Old Port Square

8.6 (779 Reviews) Hotel

Breakfast • Private parking • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.0km to center

Best Price Match

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a swimming pool with chairs and a building in the background at La Quinta Inn & Suites by Wyndham Portland DT Maine Med in Portland

From US $80

La Quinta Inn & Suites by Wyndham Portland DT Maine Med

7.7 (1864 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.3km to center

Best Price Match

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a large brick building with many windows at dusk at Aloft Portland Downtown Waterfront ME in Portland

From US $97

Aloft Portland Downtown Waterfront ME

8.5 (619 Reviews) Hotel

Breakfast • Private parking • Pet friendly

South Portland Portland International Jetport • In Longfellow Square · 808m to center

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a parking lot in front of a large building at Embassy Suites by Hilton Portland Maine in Portland

From US $114

Embassy Suites by Hilton Portland Maine

8.7 (657 Reviews) Hotel

Breakfast • Private parking • Restaurant

South Portland Portland International Jetport • In Longfellow Square · 3.6km to center

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a building with a sign that reads garden hotel at Clarion Hotel Portland Airport ME in Portland

From US $78

Clarion Hotel Portland Airport ME

7.7 (897 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.9km to center

Best Price Match

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a large brick building on a city street at Cambria Hotel Portland Downtown Old Port in Portland

From US $143

Cambria Hotel Portland Downtown Old Port

8.8 (519 Reviews) Hotel

Pet friendly • Free WiFi • Air conditioning

South Portland Portland International Jetport • In Longfellow Square · 1.7km to center

Best Price Match

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Cheap Places to Stay in Longfellow Square

Over 34+ Cheap Places to Stay in or Near Longfellow Square

a parking lot in front of a building with flowers at Budget Inn in South Portland

From US $75

8.0 (30 Reviews) Hotel

Free on-site parking • Private bathroom • Room service

South Portland Portland International Jetport • In Longfellow Square · 4.6km to center

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a building with a sign that reads garden hotel at Clarion Hotel Portland Airport ME in Portland

From US $78

Clarion Hotel Portland Airport ME

7.7 (897 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.9km to center

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a sign for a mime motel in a parking lot at Maine Motel in South Portland

From US $79

6.7 (33 Reviews) Motel

Free on-site parking • Free WiFi • Private bathroom

South Portland Portland International Jetport • In Longfellow Square · 4.5km to center

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a large brick building on a city street at night at Inn at St John Portland In-Town in Portland

From US $80

Inn at St John Portland In-Town

8.2 (874 Reviews) Inn

Breakfast • Free on-site parking • Pet friendly

South Portland Portland International Jetport • In Longfellow Square · 1.0km to center

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a swimming pool with chairs and a building in the background at La Quinta Inn & Suites by Wyndham Portland DT Maine Med in Portland

From US $80

La Quinta Inn & Suites by Wyndham Portland DT Maine Med

7.7 (1864 Reviews) Hotel

Breakfast • Private parking • Outdoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.3km to center

Best Price Match

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a street light on a sidewalk in front of a building at Hyatt Place Portland Downtown - Old Port Square in Portland

From US $89

Hyatt Place Portland Downtown - Old Port Square

8.6 (779 Reviews) Hotel

Breakfast • Private parking • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.0km to center

Best Price Match

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a living room with a table and a fireplace at Black Elephant Hostel in Portland

From US $92

Black Elephant Hostel

9.1 (409 Reviews) Hostel

Balcony • Free WiFi • Private bathroom

South Portland Portland International Jetport • In Longfellow Square · 1.5km to center

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a hotel room with two beds and a flat screen tv at Clarion Pointe South Portland in South Portland

From US $93

Clarion Pointe South Portland

6.6 (258 Reviews) Hotel

Breakfast • Free on-site parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 4.8km to center

Best Price Match

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Hotels with Suites in Longfellow Square

Over 14+ Hotels with Suites in or Near Longfellow Square

a large brick building with a blue sign on it at Hampton Inn Portland Downtown Waterfront in Portland

From US $109

Hampton Inn Portland Downtown Waterfront

8.3 (1169 Reviews) Hotel

Breakfast • Private parking • Indoor swimming pool

South Portland Portland International Jetport • In Longfellow Square · 1.5km to center

Best Price Match

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a street light on a sidewalk in front of a building at Hyatt Place Portland Downtown - Old Port Square in Portland

From US $89

Hyatt Place Portland Downtown - Old Port Square

8.6 (779 Reviews) Hotel

Breakfast • Private parking • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.0km to center

Best Price Match

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a parking lot in front of a large building at Embassy Suites by Hilton Portland Maine in Portland

From US $114

Embassy Suites by Hilton Portland Maine

8.7 (657 Reviews) Hotel

Breakfast • Private parking • Restaurant

South Portland Portland International Jetport • In Longfellow Square · 3.6km to center

Best Price Match

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a large brick building on a city street at Cambria Hotel Portland Downtown Old Port in Portland

From US $143

Cambria Hotel Portland Downtown Old Port

8.8 (519 Reviews) Hotel

Pet friendly • Free WiFi • Air conditioning

South Portland Portland International Jetport • In Longfellow Square · 1.7km to center

Best Price Match

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a lobby of a hotel with a chandelier at The Westin Portland Harborview in Portland

From US $122

The Westin Portland Harborview

8.4 (396 Reviews) Hotel

Breakfast • Private parking • Restaurant

South Portland Portland International Jetport • In Longfellow Square · 290m to center

Best Price Match

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a restaurant with a large wooden bar with black stools at AC Hotel Portland Downtown-Waterfront, ME in Portland

From US $109

AC Hotel Portland Downtown-Waterfront, ME

8.6 (412 Reviews) Hotel

Breakfast • 2 restaurants • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.7km to center

Best Price Match

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a company sign on the front of a brick building at Canopy By Hilton Portland Waterfront in Portland

From US $174

Canopy By Hilton Portland Waterfront

9.0 (467 Reviews) Hotel

Sea view • Pet friendly • Free WiFi

South Portland Portland International Jetport • In Longfellow Square · 880m to center

Best Price Match

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an empty street in front of a building at Residence Inn by Marriott Portland Downtown Waterfront in Portland

From US $119

Residence Inn by Marriott Portland Downtown Waterfront

8.7 (460 Reviews) Hotel

Breakfast • Indoor swimming pool • Airport shuttle (free)

South Portland Portland International Jetport • In Longfellow Square · 1.8km to center

Best Price Match

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About Longfellow Square Vacation Rentals

Looking for places to stay in Longfellow Square? Compare top options in Portland.

With more than 55 Longfellow Square vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Longfellow Square.

Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Longfellow Square. Prices average US $190 a night.

NearbyHoliday makes it easy and safe to find and compare vacation rentals in Longfellow Square, with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Stay Categories in Longfellow Square

Category	Count
Cheap Rentals	34
Hotels	34
Pet-Friendly	22
Vacation Rentals	21
Luxury Rentals	18
Hotels with Suites	14
Pool	1

Use These Quick Filters to Find a Vacation Rental in Longfellow Square

Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Longfellow Square.

Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Longfellow Square. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.

Weather in Longfellow Square

Average temperatures and rainfall by month range to help plan your stay in Longfellow Square.

Mar - May

Avg High12°C / 53°F

Avg Low2°C / 35°F

Rainfall98 mm / 3.8 in

Jun - Aug

Avg High26°C / 78°F

Avg Low16°C / 61°F

Rainfall93 mm / 3.7 in

Sep - Nov

Avg High15°C / 59°F

Avg Low7°C / 44°F

Rainfall98 mm / 3.9 in

Dec - Feb

Avg High1°C / 33°F

Avg Low-9°C / 17°F

Rainfall99 mm / 3.9 in

Other Places to Stay Near Longfellow Square

Longfellow Square Vacation Rental Frequently Asked Questions

There are a lot of options in Longfellow Square. If you plan on staying in the Longfellow Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Longfellow Square: