Vacation rentals in Winthrop, ME

54 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 Winthrop, ME

Hallowell Rooming House - Winthrop, ME

Hallowell Rooming House

Homestay, Winthrop

Hallowell Rooming House is a homestay in Winthrop, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Hallowell Rooming House

Hallowell Rooming House is a homestay in Winthrop, 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 $1,140.

From$129/night
Show
Hallowell Rooming House - Winthrop, ME

Hallowell Rooming House

Homestay, Winthrop

Hallowell Rooming House is a homestay in Winthrop, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Hallowell Rooming House

Hallowell Rooming House is a homestay in Winthrop, 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 $1,140.

From$129/night
Show
Nature lovers Paradise your own island - Winthrop, ME

Nature lovers Paradise your own island

Cabin, Winthrop

Nature lovers Paradise your own island is a cabin in Winthrop, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Nature lovers Paradise your own island

Nature lovers Paradise your own island is a cabin in Winthrop, 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: kitchen, with kitchen, family friendly, kids toys, and bbq facilities.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $997.

From$142/night
Show
Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby. - Winthrop, ME

Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.

Apartment, Winthrop

Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby. is a apartment in Winthrop, with room for a group. This stay gives travelers a comfortable base for exploring…

Read more

About Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.

Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby. is a apartment in Winthrop, with 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, washer, dryer, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,141.

From$163/night
Show

Vacation rentals with parking in Winthrop, ME

Find vacation rentals that make arriving by car easier.

Adorable 2-bedroom lake front house/camp with WiFi on Lake Maranacook, Readfield - Winthrop, ME

Adorable 2-bedroom lake front house/camp with WiFi on Lake Maranacook, Readfield

Holiday Home, Winthrop

Adorable 2-bedroom lake front house/camp with WiFi on Lake Maranacook, Readfield is a holiday home in Winthrop, with parking, kitchen access, and room for a group. This stay gives travelers…

Read more

About Adorable 2-bedroom lake front house/camp with WiFi on Lake Maranacook, Readfield

Adorable 2-bedroom lake front house/camp with WiFi on Lake Maranacook, Readfield is a holiday home in Winthrop, 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 $2,723.

From$389/night
Show
ANNABESSACOOK RETREAT LIMIT 8 home - Winthrop, ME

ANNABESSACOOK RETREAT LIMIT 8 home

Villa, Winthrop

ANNABESSACOOK RETREAT LIMIT 8 home is a villa in Winthrop, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About ANNABESSACOOK RETREAT LIMIT 8 home

ANNABESSACOOK RETREAT LIMIT 8 home is a villa in Winthrop, 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 $5,275.

From$525/night
Show
Annabessacook Retreat Limit 8 3 Bedroom Home by RedAwning - Winthrop, ME

Annabessacook Retreat Limit 8 3 Bedroom Home by RedAwning

Villa, Winthrop

Annabessacook Retreat Limit 8 3 Bedroom Home by RedAwning is a villa in Winthrop, with parking, room for a group, and a quieter setting. This stay gives travelers a comfortable base for…

Read more

About Annabessacook Retreat Limit 8 3 Bedroom Home by RedAwning

Annabessacook Retreat Limit 8 3 Bedroom Home by RedAwning is a villa in Winthrop, with parking, 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: free wifi, parking, free parking, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $5,852.

From$542/night
Show
ANNABESSACOOK WATERFRONT WITH DOCK - Winthrop, ME

ANNABESSACOOK WATERFRONT WITH DOCK

Holiday Home, Winthrop

ANNABESSACOOK WATERFRONT WITH DOCK is a holiday home in Winthrop, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About ANNABESSACOOK WATERFRONT WITH DOCK

ANNABESSACOOK WATERFRONT WITH DOCK is a holiday home in Winthrop, 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 $4,173.

From$596/night
Show

Pet-friendly vacation rentals in Winthrop, ME

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

Lake Living for 6 at Spring Cove - Winthrop, ME

Lake Living for 6 at Spring Cove

Cabin, Winthrop

Lake Living for 6 at Spring Cove is a cabin in Winthrop, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Lake Living for 6 at Spring Cove

Lake Living for 6 at Spring Cove is a cabin in Winthrop, 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 $1,279.

From$183/night
Show
Cozy and Secluded 1-Bedroom Cabin on Echo Lake - Winthrop, ME

Cozy and Secluded 1-Bedroom Cabin on Echo Lake

Cabin, Winthrop

Cozy and Secluded 1-Bedroom Cabin on Echo Lake is a cabin in Winthrop, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Cozy and Secluded 1-Bedroom Cabin on Echo Lake

Cozy and Secluded 1-Bedroom Cabin on Echo Lake is a cabin in Winthrop, with pet-friendly space 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, pet friendly, pets friendly, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,628.

From$233/night
Show
100' Waterfront Cabin on Echo Lake, Mount Vernon. Private dock. Steps to water! - Winthrop, ME

100' Waterfront Cabin on Echo Lake, Mount Vernon. Private dock. Steps to water!

Cabin, Winthrop

100' Waterfront Cabin on Echo Lake, Mount Vernon. Private dock. Steps to water! is a cabin in Winthrop, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

Read more

About 100' Waterfront Cabin on Echo Lake, Mount Vernon. Private dock. Steps to water!

100' Waterfront Cabin on Echo Lake, Mount Vernon. Private dock. Steps to water! is a cabin in Winthrop, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,103.

From$300/night
Show
Lakehouse with 100ft of private waterfront on Lovejoy Pond - Winthrop, ME

Lakehouse with 100ft of private waterfront on Lovejoy Pond

Holiday Home, Winthrop

Lakehouse with 100ft of private waterfront on Lovejoy Pond is a holiday home in Winthrop, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a…

Read more

About Lakehouse with 100ft of private waterfront on Lovejoy Pond

Lakehouse with 100ft of private waterfront on Lovejoy Pond is a holiday home in Winthrop, 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, free wifi, pet friendly, pets friendly, and kitchen.

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

From$428/night
Show

Vacation rentals with a kitchen in Winthrop, ME

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

Charming 2-bedroom apartment in enchanting Livermore Falls with WiFi - Winthrop, ME

Charming 2-bedroom apartment in enchanting Livermore Falls with WiFi

Apartment, Winthrop

Charming 2-bedroom apartment in enchanting Livermore Falls with WiFi is a apartment in Winthrop, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About Charming 2-bedroom apartment in enchanting Livermore Falls with WiFi

Charming 2-bedroom apartment in enchanting Livermore Falls with WiFi is a apartment in Winthrop, 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 $1,358.

From$194/night
Show
Tasteful Gardiner Triplex Near Downtown Augusta! - Winthrop, ME

Tasteful Gardiner Triplex Near Downtown Augusta!

Apartment, Winthrop

Tasteful Gardiner Triplex Near Downtown Augusta! is a apartment in Winthrop, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Tasteful Gardiner Triplex Near Downtown Augusta!

Tasteful Gardiner Triplex Near Downtown Augusta! is a apartment in Winthrop, 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 $1,751.

From$212/night
Show
Lovely Home on Androscoggin Lake - Winthrop, ME

Lovely Home on Androscoggin Lake

Holiday Home, Winthrop

Lovely Home on Androscoggin Lake is a holiday home in Winthrop, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Lovely Home on Androscoggin Lake

Lovely Home on Androscoggin Lake is a holiday home in Winthrop, 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 $3,382.

From$483/night
Show
Your Lakeside Paradise: A/C, Private Dock, Kayaks & Rowboat on Dexter Pond! - Winthrop, ME

Your Lakeside Paradise: A/C, Private Dock, Kayaks & Rowboat on Dexter Pond!

Holiday Home, Winthrop

Your Lakeside Paradise: A/C, Private Dock, Kayaks & Rowboat on Dexter Pond! is a holiday home in Winthrop, with pet-friendly space and kitchen access. This stay gives travelers a…

Read more

About Your Lakeside Paradise: A/C, Private Dock, Kayaks & Rowboat on Dexter Pond!

Your Lakeside Paradise: A/C, Private Dock, Kayaks & Rowboat on Dexter Pond! is a holiday home in Winthrop, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,392.

From$627/night
Show

Family-friendly vacation rentals in Winthrop, ME

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

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region - Winthrop, ME

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region

Country House, Winthrop

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region is a country house in Winthrop, with parking and room for a group. This stay gives travelers a comfortable base for…

Read more

About Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region

Peaceful 3-bedroom farmhouse cottage in the Belgrade Lakes Region is a country house in Winthrop, with parking 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, parking, free parking, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,305.

From$186/night
Show
Charming Cottage 2 bedroom, AC, loft, deck screened porch, Lake View in Monmouth - Winthrop, ME

Charming Cottage 2 bedroom, AC, loft, deck screened porch, Lake View in Monmouth

Cottage, Winthrop

Charming Cottage 2 bedroom, AC, loft, deck screened porch, Lake View in Monmouth is a cottage in Winthrop, with pool access, outdoor space, and parking. This stay gives travelers a…

Read more

About Charming Cottage 2 bedroom, AC, loft, deck screened porch, Lake View in Monmouth

Charming Cottage 2 bedroom, AC, loft, deck screened porch, Lake View in Monmouth is a cottage in Winthrop, with pool 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,967.

From$281/night
Show
Cozy Cottage on Beautiful Pocasset Lake in Wayne, Maine - Winthrop, ME

Cozy Cottage on Beautiful Pocasset Lake in Wayne, Maine

Cottage, Winthrop

Cozy Cottage on Beautiful Pocasset Lake in Wayne, Maine is a cottage in Winthrop, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Cozy Cottage on Beautiful Pocasset Lake in Wayne, Maine

Cozy Cottage on Beautiful Pocasset Lake in Wayne, Maine is a cottage in Winthrop, 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 $1,975.

From$282/night
Show
Maine Cabin Masters Camp completely redone waiting for a Lake loving family ! - Winthrop, ME

Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

Cabin, Winthrop

Maine Cabin Masters Camp completely redone waiting for a Lake loving family ! is a cabin in Winthrop, with pet-friendly space, kitchen access, and room for a group. This stay gives…

Read more

About Maine Cabin Masters Camp completely redone waiting for a Lake loving family !

Maine Cabin Masters Camp completely redone waiting for a Lake loving family ! is a cabin in Winthrop, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,896.

From$414/night
Show